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Molbank
Volume 2025
Issue 2
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Molbank, Volume 2025, Issue 2 (June 2025) – 32 articles

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8 pages, 1277 KiB  
Short Note
trans-Dihydroxo[5,10,15,20-tetrakis(3-pyridinium)porphyrinato]tin(IV) Nitrate
by Nirmal Kumar Shee and Hee-Joon Kim
Molbank 2025, 2025(2), M2014; https://doi.org/10.3390/M2014 (registering DOI) - 27 May 2025
Abstract
The treatment of trans-dihydroxo[5,10,15,20-tetrakis(3-pyridyl)porphyrinato]Sn(IV) or [Sn(OH)2(TPyP)] with 1% nitric acid in a mixture of water and acetone resulted in the formation of an ionic complex 1 [Sn(OH)2(TPyHP)](NO3)4. Complex 1 was fully characterized [...] Read more.
The treatment of trans-dihydroxo[5,10,15,20-tetrakis(3-pyridyl)porphyrinato]Sn(IV) or [Sn(OH)2(TPyP)] with 1% nitric acid in a mixture of water and acetone resulted in the formation of an ionic complex 1 [Sn(OH)2(TPyHP)](NO3)4. Complex 1 was fully characterized by 1H NMR spectroscopy, elemental analysis, UV-vis spectroscopy, powder X-ray diffraction, fluorescence spectroscopy, FT-IR spectroscopy, and single-crystal X-ray crystallography. X-ray crystallographic analysis confirmed that each peripheral pyridyl N atom is protonated to form tetra-cationic species {Sn(OH)2(TPyHP)}+4 stabilized by four NO3− counter anions. Intermolecular hydrogen bonding interaction between axial hydroxoligands leads to the formation of a 1D porphyrin array. Nitrate anions also involve hydrogen bonding interactions with axial hydroxoligands and the peripheral pyridinium groups. Full article
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7 pages, 716 KiB  
Short Note
Diisopropyl (E)-(1-hydroxy-3-phenylallyl)phosphonate
by Andy I. Coker, Aidan P. McKay, David B. Cordes and Brian A. Chalmers
Molbank 2025, 2025(2), M2013; https://doi.org/10.3390/M2013 (registering DOI) - 27 May 2025
Abstract
We report the synthesis and the molecular structure as determined by single-crystal X-ray diffraction of diisopropyl (E)-(1-hydroxy-3-phenylallyl)phosphonate. The compound was fully characterised by 1H, 13C, and 31P NMR spectroscopy, IR spectroscopy, and Mass Spectrometry. Full article
(This article belongs to the Section Structure Determination)
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8 pages, 479 KiB  
Communication
Synthesis of a New Bichalcone via Suzuki–Miyaura Coupling Reaction
by François-Xavier Toublet, Yves Champavier, Aurélie Lévêque, Catherine Fagnère and Christelle Pouget
Molbank 2025, 2025(2), M2012; https://doi.org/10.3390/M2012 (registering DOI) - 26 May 2025
Abstract
Unlike the wide number of natural biflavonoids, natural bichalcones are a rare and even less studied class. Nevertheless, some of them have proved their interest in the fight against cancer through their cytotoxic activity against human tumor cell lines. The aim of this [...] Read more.
Unlike the wide number of natural biflavonoids, natural bichalcones are a rare and even less studied class. Nevertheless, some of them have proved their interest in the fight against cancer through their cytotoxic activity against human tumor cell lines. The aim of this study was to synthesize a novel bichalcone: 3′,3‴,4,4′,4″,4‴,5′,5‴-octamethoxy-2,3″-bichalcone 1. The most efficient synthetic pathway was the Suzuki–Miyaura reaction between a boronated chalcone and a brominated one. Full article
(This article belongs to the Section Organic Synthesis and Biosynthesis)
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8 pages, 374 KiB  
Short Note
4-(8-Propyl-2,4-dithioxo-1,3-diazaspiro[4.5]decan-3-yl)spiro[1,5-dihydro-1,5-benzodiazepine-2,3′-indoline]-2′-one)
by Dimitar Stoitsov, Marin Marinov, Plamen Penchev and Neyko Stoyanov
Molbank 2025, 2025(2), M2011; https://doi.org/10.3390/M2011 - 23 May 2025
Viewed by 82
Abstract
A number of 1D and 2D NMR techniques, such as 1H, 13C, DEPT 135, 1H-1H COSY, HSQC, and HMBC, were utilized for the structure verification of 4-(8-propyl-2,4-dithioxo-1,3-diazaspiro[4.5]decan-3-yl)spiro[1,5-dihydro-1,5-benzodiazepine-2,3′-indoline]-2′-one). The NMR spectra provided evidence for the tautomeric conversion of the [...] Read more.
A number of 1D and 2D NMR techniques, such as 1H, 13C, DEPT 135, 1H-1H COSY, HSQC, and HMBC, were utilized for the structure verification of 4-(8-propyl-2,4-dithioxo-1,3-diazaspiro[4.5]decan-3-yl)spiro[1,5-dihydro-1,5-benzodiazepine-2,3′-indoline]-2′-one). The NMR spectra provided evidence for the tautomeric conversion of the compound. The completely assigned NMR data was supported additionally by ATR. Full article
(This article belongs to the Section Structure Determination)
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12 pages, 1408 KiB  
Communication
Synthesis of Mesoionic 1,3,4-Thiadiazole-2-Thiolates
by Sean Ray Kahnert and Andreas Schmidt
Molbank 2025, 2025(2), M2010; https://doi.org/10.3390/M2010 - 22 May 2025
Viewed by 119
Abstract
A reliable synthesis of C5-unsubstituted 1,3,4-thiadiazole-2-thiolates is described that avoids potentially explosive or laborious steps. This work presents a reliable method for preparing the starting material dithioformate from carbon disulfide and potassium or sodium tri-sec-butylhydroborates for the preparation of the mesoionic [...] Read more.
A reliable synthesis of C5-unsubstituted 1,3,4-thiadiazole-2-thiolates is described that avoids potentially explosive or laborious steps. This work presents a reliable method for preparing the starting material dithioformate from carbon disulfide and potassium or sodium tri-sec-butylhydroborates for the preparation of the mesoionic title compounds with potassium hydrazinecarbodithioates. New 1,3,4-thiadiazole-2-thiolates are presented, and missing structural analysis data of known derivatives are added (1D- and 2D-NMR, HR-ESI-MS, IR). Full article
(This article belongs to the Section Organic Synthesis and Biosynthesis)
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7 pages, 549 KiB  
Communication
An Alternative Method for Preparing Methyl 2-Ferrocenyl-2-oxo-acetate
by Pascal Pigeon and Hugo Hapel
Molbank 2025, 2025(2), M2009; https://doi.org/10.3390/M2009 - 21 May 2025
Viewed by 41
Abstract
Because of the continuous interest in ferrocene chemistry, there is a sustained demand for various ferrocenic building blocks, especially small molecules with useful chemical functional groups, sometimes containing multiple groups. Our interest in ferrocene ketoesters (ω-ferrocenyl-ω-ketoesters) was motivated by the synthesis of esters [...] Read more.
Because of the continuous interest in ferrocene chemistry, there is a sustained demand for various ferrocenic building blocks, especially small molecules with useful chemical functional groups, sometimes containing multiple groups. Our interest in ferrocene ketoesters (ω-ferrocenyl-ω-ketoesters) was motivated by the synthesis of esters and subsequently alcohols of ferrociphenols. However, from a bibliographic survey, only one publication dated from 1964 reports the two-step synthesis (six-step synthesis from ferrocene) of methyl 2-ferrocenyl-2-oxoacetate, the simplest member of this family of compounds, with no further developments since. We hypothesized that a simpler method might exist, such as the Friedel–Crafts method. By focusing on our experiments to use aluminum trichloride as the catalyst, we managed to achieve the synthesis of FcCOCOOMe in a single step, albeit with a very low yield, regardless of reaction time, temperature, amount of aluminum chloride and reagents concentration. Nevertheless, considering the time saved, simplicity, and the use of less hazardous and less expensive reagents, this method offers certain advantages for synthesizing this building block. Full article
(This article belongs to the Section Organic Synthesis and Biosynthesis)
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8 pages, 4572 KiB  
Communication
Crystal Structure and Hirshfeld Surface Analysis of Hexakis(acetoxymethyl)benzene
by Manuel Stapf, Wilhelm Seichter and Monika Mazik
Molbank 2025, 2025(2), M2008; https://doi.org/10.3390/M2008 - 16 May 2025
Viewed by 108
Abstract
Representatives of the hexasubstituted benzene derivatives, also known as hexa-hosts, have been the subject of extensive studies in solution and in the solid state, including the investigation of their ability to act as artificial receptors for various substrates, as well as detailed conformational [...] Read more.
Representatives of the hexasubstituted benzene derivatives, also known as hexa-hosts, have been the subject of extensive studies in solution and in the solid state, including the investigation of their ability to act as artificial receptors for various substrates, as well as detailed conformational analyses. In this paper, we describe the X-ray crystal structure of hexakis(acetoxymethyl)benzene (1), a member of the above class of compounds. The molecules of 1 adopt an aaabbb conformation, in which three side-arms point to the same face of the central benzene ring, while the other three point in the opposite direction. As the compound lacks strong hydrogen bond donors, C–H···O hydrogen bonds connect the molecules to a three-dimensional supramolecular network. According to the Hirshfeld surface analysis, the H∙∙∙O/O∙∙∙H interactions represent the major contribution of the molecular Hirshfeld surface. Full article
(This article belongs to the Section Structure Determination)
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Graphical abstract

7 pages, 2295 KiB  
Short Note
2′,7′-Dimethyl-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one
by Brian A. Chalmers, Aidan P. McKay, David B. Cordes, Iain L. J. Patterson, Nadiia Vladymyrova and Iain A. Smellie
Molbank 2025, 2025(2), M2007; https://doi.org/10.3390/M2007 - 14 May 2025
Viewed by 137
Abstract
A synthetic route to 2′,7′-dimethyl-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one has been described using methanesulfonic acid in place of reagents described in protocols from the early 20th century. A full NMR assignment has been made and X-ray crystallography has been used to characterise the title compound [...] Read more.
A synthetic route to 2′,7′-dimethyl-3H-spiro[isobenzofuran-1,9′-xanthen]-3-one has been described using methanesulfonic acid in place of reagents described in protocols from the early 20th century. A full NMR assignment has been made and X-ray crystallography has been used to characterise the title compound for the first time. Full article
(This article belongs to the Section Structure Determination)
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8 pages, 17118 KiB  
Short Note
(Z)-4-(Azulen-1-ylmethylene)-2-phenyloxazol-5(4H)-one
by Mihaela Cristea, Alexandru C. Razus, Sergiu Shova, Marcel-Mirel Popa, Mihai Răducă and Florea Dumitrascu
Molbank 2025, 2025(2), M2006; https://doi.org/10.3390/M2006 - 8 May 2025
Viewed by 237
Abstract
The title compound, i.e., (Z)-4-(azulen-1-ylmethylene)-2-phenyloxazol-5(4H)-one (3), has previously been synthesized in a good yield (56%) using the Erlenmeyer–Plöchl procedure. The crystal structure of 3 is described herein along with the results of a Hirshfeld surface analysis. Crystals of [...] Read more.
The title compound, i.e., (Z)-4-(azulen-1-ylmethylene)-2-phenyloxazol-5(4H)-one (3), has previously been synthesized in a good yield (56%) using the Erlenmeyer–Plöchl procedure. The crystal structure of 3 is described herein along with the results of a Hirshfeld surface analysis. Crystals of compound 3 were obtained through the slow evaporation of a mixture of petroleum ether/dichloromethane = 1:1 (vol.) at room temperature. This compound has a monoclinic system: a P21/n space group at room temperature. Its crystal packing is driven by π-π interactions between neighboring molecules in the range of 3.60–3.71 Å and by hydrogen bonds (D-H···A = 2.58 Å). Full article
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Graphical abstract

9 pages, 2127 KiB  
Communication
Synthesis of Vanillic Acid—Meldrum’s Acid Conjugate
by Laima Bērziņa and Inese Mieriņa
Molbank 2025, 2025(2), M2005; https://doi.org/10.3390/M2005 - 7 May 2025
Viewed by 122
Abstract
A vanillic acid—Meldrum’s acid conjugate with a 1,2,3-triazole linker is synthesized. The reaction sequence foresees the Huisgen reaction and the Knoevenagel condensation as the key-steps. Full article
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Graphical abstract

5 pages, 486 KiB  
Communication
Synthesis and Characterization of New Monosubstituted Pillar[5]arene with Terminal Carboxyl Group
by Luidmila Yakimova, Darya Filimonova, Anastasia Nazarova and Ivan Stoikov
Molbank 2025, 2025(2), M2004; https://doi.org/10.3390/M2004 - 6 May 2025
Viewed by 154
Abstract
The subject of this article is a new monosubstituted pillar[5]arene with a terminal carboxylic group. Previously, it was shown that monosubstituted pillar[5]arene forms solid lipid nanoparticles with various morphologies depending on the nature of the terminal group. The present work is devoted to [...] Read more.
The subject of this article is a new monosubstituted pillar[5]arene with a terminal carboxylic group. Previously, it was shown that monosubstituted pillar[5]arene forms solid lipid nanoparticles with various morphologies depending on the nature of the terminal group. The present work is devoted to the synthesis of monosubstituted pillar[5]arene with an anionic carboxylic group for the further creation of drug–carrier systems based on them. The chemical structure of the product obtained was established based on 1H and 13C NMR, IR spectroscopy, MALDI TOF mass spectrometry, and elemental analysis. Full article
(This article belongs to the Section Organic Synthesis and Biosynthesis)
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Scheme 1

6 pages, 1653 KiB  
Communication
Stereoselective Preparation of (4S)-1-Methyl-4-propyl-L-proline Commencing from (cis)-4-Hydroxy-L-proline
by Gour Hari Mandal, Shifali Choudhary, Steven P. Kelley and Shyam Sathyamoorthi
Molbank 2025, 2025(2), M2003; https://doi.org/10.3390/M2003 - 5 May 2025
Viewed by 267
Abstract
We present a recipe for the stereoselective conversion of commercial (cis)-4-hydroxy-L-proline into (4S)-1-methyl-4-propyl-L-proline, an analog of the amino acid fragment found in the clinically used antibacterial antibiotic lincomycin. The single-crystal X-ray diffraction analysis of the final target’s hydrochloride salt [...] Read more.
We present a recipe for the stereoselective conversion of commercial (cis)-4-hydroxy-L-proline into (4S)-1-methyl-4-propyl-L-proline, an analog of the amino acid fragment found in the clinically used antibacterial antibiotic lincomycin. The single-crystal X-ray diffraction analysis of the final target’s hydrochloride salt confirms its identity and absolute stereochemistry. Full article
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Graphical abstract

9 pages, 1682 KiB  
Communication
Synthesis of Dimethyl (Z)-((3-oxoindolin-2-ylidene) (aryl)methyl)phosphonates Through Tandem Cadogan and Arbuzov Reactions
by Nicolai A. Aksenov, Dmitrii A. Aksenov, Daniil D. Ganusenko, Alexander E. Kurlikov, Alexander P. Barbolin, Polina S. Karaseva and Alexander V. Aksenov
Molbank 2025, 2025(2), M2002; https://doi.org/10.3390/M2002 - 5 May 2025
Viewed by 266
Abstract
A novel method employing a tandem Cadogan and Arbuzov reaction sequence has been developed, providing access to a series of previously unreported dimethyl (Z)-((3-oxoindolin-2-ylidene)(aryl)methyl)phosphonates. Restricted rotation of the aryl substituent, particularly in the presence of ortho substituents, gives axial chirality to these compounds. [...] Read more.
A novel method employing a tandem Cadogan and Arbuzov reaction sequence has been developed, providing access to a series of previously unreported dimethyl (Z)-((3-oxoindolin-2-ylidene)(aryl)methyl)phosphonates. Restricted rotation of the aryl substituent, particularly in the presence of ortho substituents, gives axial chirality to these compounds. Full article
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5 pages, 1105 KiB  
Short Note
6,7,8,9-Tetrafluoro-11H-indeno[1,2-b]quinoxalin-11-one
by Anastasia R. Kovrizhina, Irina Yu. Bagryanskaya, Andrey V. Zibarev and Andrei I. Khlebnikov
Molbank 2025, 2025(2), M2001; https://doi.org/10.3390/M2001 - 28 Apr 2025
Viewed by 215
Abstract
Fluorinated aza-heterocycles are important in organic and medicinal chemistry. Currently, a quarter of the drugs on the global market contain fluorine. We report the synthesis of the title compound and its single-crystal XRD structure. Full article
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5 pages, 350 KiB  
Short Note
5,7-Diiodoquinolin-8-yl (E)-3-(3,4-dihydroxyphenyl)acrylate
by Marcin Cybulski, Michał Zieliński, Marek Kubiszewski and Olga Michalak
Molbank 2025, 2025(2), M2000; https://doi.org/10.3390/M2000 - 28 Apr 2025
Viewed by 176
Abstract
We report the synthesis of 5,7-diiodoquinolin-8-yl ester of caffeic acid and its O,O-diallyl-protected analogue. The compounds from the hybrid class were fully characterised using NMR spectroscopy and high-resolution mass spectrometry. Full article
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Scheme 1

11 pages, 1782 KiB  
Communication
1-(Pyrrolidin-1-yl)naphtho[1,2-d]isoxazole
by Ioannis E. Gerontitis, Abdul kadar Shaikh, Dimitrios Alivertis, Panteleimon G. Takis, Anastassios N. Troganis, Petros G. Tsoungas and George Varvounis
Molbank 2025, 2025(2), M1999; https://doi.org/10.3390/M1999 - 27 Apr 2025
Viewed by 288
Abstract
In this study, we examined the oxidation of (E)-2-hydroxy-1-naphthaldehyde oxime with lead tetraacetate in tetrahydrofuran that produced novel (E)-7a,8,9,10-tetrahydro-12H-naphtho[1,2-e]pyrrolo[2,1-b][1,3]oxazin-12-one oxime and 1-(pyrrolidin-1-yl)naphtho[1,2-d]isoxazole and known 7a,8,9,10-tetrahydro-12H-naphtho[1,2-e]pyrrolo-[2,1-b][1,3]oxazin-12-one [...] Read more.
In this study, we examined the oxidation of (E)-2-hydroxy-1-naphthaldehyde oxime with lead tetraacetate in tetrahydrofuran that produced novel (E)-7a,8,9,10-tetrahydro-12H-naphtho[1,2-e]pyrrolo[2,1-b][1,3]oxazin-12-one oxime and 1-(pyrrolidin-1-yl)naphtho[1,2-d]isoxazole and known 7a,8,9,10-tetrahydro-12H-naphtho[1,2-e]pyrrolo-[2,1-b][1,3]oxazin-12-one in 15, 18, and 10% yields, respectively. The oxime is partially hydrolyzed to its corresponding ketone. Modifying the oxidants and reaction conditions did not improve the product yields. Based on previous studies in our laboratory, we proposed that the reactions proceed via the formation of an o-naphthoquinone nitrosomethide intermediate; 1D and 2D NMR, HRMS, IR, and UV-VIS spectra provided information that supported the structure of the products. Full article
(This article belongs to the Section Organic Synthesis and Biosynthesis)
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8 pages, 644 KiB  
Short Note
4,4′-(Anthracene-9,10-diylbis(ethyne-2,1-diyl))bis(1-benzyl-1-pyridinium) Bromide
by Valentina Novelli, Andrea D’Annibale, Fabrizio Casano, Alessandro Latini and Lorenza Romagnoli
Molbank 2025, 2025(2), M1998; https://doi.org/10.3390/M1998 - 27 Apr 2025
Viewed by 227
Abstract
Viologens, i.e., quaternary 4,4′-bipyridinum salts, are a well-known class of functional organic compounds that have attracted in the past few decades a great deal of attention for their peculiar chemical and electrochemical properties and have therefore found numerous applications ranging from herbicides to [...] Read more.
Viologens, i.e., quaternary 4,4′-bipyridinum salts, are a well-known class of functional organic compounds that have attracted in the past few decades a great deal of attention for their peculiar chemical and electrochemical properties and have therefore found numerous applications ranging from herbicides to electrochromic devices. In this paper, the synthesis and characterization of a novel viologen derivative are described. In the reported compound, the pyridinium nitrogen atoms have been quaternarized with the benzyl group and an additional unsaturated moiety, namely a 9,10-diethynylanthracene core, has been inserted between the charged pyridinium rings to extend the conjugation. Characterization by means of absorbance and diffuse reflectance UV–visible spectroscopy suggested intriguing optical and electronic properties, making this extended viologen a potential candidate for different optoelectronic applications. Full article
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7 pages, 958 KiB  
Short Note
(E)-4,2′,4′-Trimethoxychalcone (Z)-N-Tosyl Hydrazone
by Sonia Berenguel Gómez, Irene Moreno-Gutiérrez, Manuel Muñoz-Dorado, Míriam Álvarez-Corral and Ignacio Rodríguez-García
Molbank 2025, 2025(2), M1997; https://doi.org/10.3390/M1997 - 27 Apr 2025
Viewed by 206
Abstract
The synthesis and structural characterization of (E)-4,2′,4′-trimethoxychalcone (Z)-N-tosyl hydrazone, a conjugated tosylhydrazone derivative, is described. The compound was obtained via the condensation of (E)-1-(2,4-dimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one with p-toluenesulfonylhydrazide in methanol under mild conditions, yielding a yellow [...] Read more.
The synthesis and structural characterization of (E)-4,2′,4′-trimethoxychalcone (Z)-N-tosyl hydrazone, a conjugated tosylhydrazone derivative, is described. The compound was obtained via the condensation of (E)-1-(2,4-dimethoxyphenyl)-3-(4-methoxyphenyl)prop-2-en-1-one with p-toluenesulfonylhydrazide in methanol under mild conditions, yielding a yellow solid in a 66% yield. The structure of the product was confirmed through 1H NMR, 13C NMR, IR spectroscopy, mass spectrometry, and single-crystal X-ray diffraction analysis, which revealed a non-planar molecular conformation and a Z configuration for the C=N double bond. This work is part of our ongoing research on carbene-mediated transformations. Full article
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Graphical abstract

6 pages, 1285 KiB  
Short Note
2,2′-((5,5′,6,6′-Tetramethoxy-[1,1′-biphenyl]-3,3′-diyl)bis(methanylylidene))dimalononitrile
by David Gendron and Josée Labrecque
Molbank 2025, 2025(2), M1996; https://doi.org/10.3390/M1996 - 24 Apr 2025
Viewed by 224
Abstract
This report discusses the synthesis of a biosourced divanillin derivative obtained by Knoevenagel condensation. The compound was fully characterized by proton (1H), carbon (13C), heteronuclear single quantum coherence (HSQC), homonuclear correlation spectroscopy (COSY), and heteronuclear multiple bond correlation (HMBC) [...] Read more.
This report discusses the synthesis of a biosourced divanillin derivative obtained by Knoevenagel condensation. The compound was fully characterized by proton (1H), carbon (13C), heteronuclear single quantum coherence (HSQC), homonuclear correlation spectroscopy (COSY), and heteronuclear multiple bond correlation (HMBC) NMR, as well as high-resolution mass spectroscopy (HRMS). We also investigated the optical properties through UV-visible spectroscopy and Fourier-transform infrared (FTIR) spectroscopy. At last, the thermal properties of this divanillin derivative were evaluated by thermogravimetric analysis (TGA) as well as differential scanning calorimetry (DSC). Full article
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6 pages, 1255 KiB  
Short Note
(3a,8b)-5-Acetyl-3a-fluoro-6,8-dihydroxy-7,8b-dimethyl-3,3a-dihydrofuro[3,2-b]benzofuran-2(8bH)-one
by Aleksandr S. Filimonov, Stepan P. Zernov, Olga A. Luzina and Nariman F. Salakhutdinov
Molbank 2025, 2025(2), M1995; https://doi.org/10.3390/M1995 - 24 Apr 2025
Viewed by 209
Abstract
Usnetic acid is a dibenzofuran-2-ylacetic acid that can be obtained by alkaline degradation of a secondary lichen metabolite—usnic acid. In the present paper, the product of the reaction of usnetic acid with a mild fluorinating agent, Selectfluor®, was obtained. The structure [...] Read more.
Usnetic acid is a dibenzofuran-2-ylacetic acid that can be obtained by alkaline degradation of a secondary lichen metabolite—usnic acid. In the present paper, the product of the reaction of usnetic acid with a mild fluorinating agent, Selectfluor®, was obtained. The structure of the product was proved by a set of physical methods, including 1H, 13C, 19F NMR, HMBC, HSQC, HRMS and IR spectroscopy. Full article
(This article belongs to the Section Organic Synthesis and Biosynthesis)
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Figure 1

7 pages, 603 KiB  
Short Note
6-(7,8-Dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)hexyl 5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoate
by Simona Marincean, Diana Nichols, Rachael Schulz, Travis Branscum and Marilee Benore
Molbank 2025, 2025(2), M1994; https://doi.org/10.3390/M1994 - 23 Apr 2025
Viewed by 258
Abstract
Herein we report the synthesis of 6-(7,8-dimethyl-2,4-dioxo-3,4-dihydrobenzo[g]pteridin-10(2H)-yl)hexyl 5-((3aS,4S,6aR)-2-oxohexahydro-1H-thieno[3,4-d]imidazol-4-yl)pentanoate. The compound was fully characterized by melting point, 1H-, 13C-NMR spectroscopy, IR spectroscopy, UV-VIS spectroscopy, mass spectrometry, and elemental analysis. The obtained data confirmed the successful synthesis and structure of the novel molecule. Full article
(This article belongs to the Section Organic Synthesis and Biosynthesis)
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Graphical abstract

4 pages, 482 KiB  
Short Note
N-(2,2-Diphenylethyl)furan-2-carboxamide
by Iliyan Ivanov, Diyana Dimitrova and Stanimir Manolov
Molbank 2025, 2025(2), M1993; https://doi.org/10.3390/M1993 - 16 Apr 2025
Viewed by 472
Abstract
We report the synthesis of N-(2,2-diphenylethyl)furan-2-carboxamide. The compound was fully characterized by melting point determination, 1H and 13C NMR spectroscopy, infrared spectroscopy, and mass spectrometry. The combined analytical data confirm both the successful synthesis and the structural integrity of the target molecule. Full article
(This article belongs to the Section Structure Determination)
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Figure 1

5 pages, 932 KiB  
Short Note
N-(3-(tert-Butyl)-1-methyl-1H-pyrazol-5-yl)-4-methyl-N-tosylbenzenesulfonamide
by Diana Becerra and Juan-Carlos Castillo
Molbank 2025, 2025(2), M1992; https://doi.org/10.3390/M1992 - 15 Apr 2025
Viewed by 609
Abstract
N-(3-(tert-Butyl)-1-methyl-1H-pyrazol-5-yl)-4-methyl-N-tosylbenzenesulfonamide was efficiently synthesized in good yield through a triethylamine-mediated sulfonamidation reaction of 3-(tert-butyl)-1-methyl-1H-pyrazol-5-amine with 4-methylbenzenesulfonyl chloride in acetonitrile at room temperature. The pyrazole-based benzenesulfonamide was fully characterized using FT-IR, NMR, and HMRS techniques. Full article
(This article belongs to the Collection Heterocycle Reactions)
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6 pages, 1615 KiB  
Short Note
4-[2-(Chlorodiphenylstannyl)phenyl]-4-hydroxybutan-2-one
by Adrian-Alexandru Someșan and Richard A. Varga
Molbank 2025, 2025(2), M1991; https://doi.org/10.3390/M1991 - 9 Apr 2025
Viewed by 309
Abstract
An aldol condensation reaction between [2-(O=CH)C6H4]SnPh2Cl and acetone gave [2-{CH3C(=O)CH2(OH)CH}C6H4]SnPh2Cl (1). The compound was characterized in a solution using multinuclear NMR spectroscopy and HR-MS spectrometry [...] Read more.
An aldol condensation reaction between [2-(O=CH)C6H4]SnPh2Cl and acetone gave [2-{CH3C(=O)CH2(OH)CH}C6H4]SnPh2Cl (1). The compound was characterized in a solution using multinuclear NMR spectroscopy and HR-MS spectrometry and in a solid state using IR spectroscopy and single-crystal X-ray diffraction. The molecular structure revealed the presence of both enantiomers in the crystal. Full article
(This article belongs to the Section Structure Determination)
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6 pages, 1256 KiB  
Communication
Synthesis and Intramolecular Regioselective Cyclization of 2-Cyano-3,10-dioxo-1,10-seco-1,25-dinorlupan-28-yl Benzoate
by Irina Tolmacheva, Mikhail Nazarov and Victoria Grishko
Molbank 2025, 2025(2), M1990; https://doi.org/10.3390/M1990 - 7 Apr 2025
Viewed by 237
Abstract
The paper describes the synthesis of a new 1,10-seco-triterpenoid with a 2-cyano-3,10-diketone fragment and its further regioselective cyclization under acidic and basic conditions with the formation of 2S-cyanopyran-3-one derivative or A-pentacyclic alkene β-ketonitrile, respectively. Full article
(This article belongs to the Section Natural Product Chemistry)
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5 pages, 335 KiB  
Communication
Synthesis of a 2-(2-Trifluoroethoxyphenyl)oxazoline
by R. Alan Aitken and Andrew D. Harper
Molbank 2025, 2025(2), M1989; https://doi.org/10.3390/M1989 - 2 Apr 2025
Viewed by 316
Abstract
The title compound has been prepared in four steps starting from ethyl 2-fluorobenzoate. The final product as well as the intermediates are fully characterised by spectroscopic methods with the 1H and 13C NMR spectra, featuring coupling to 19F being particularly informative. Full article
(This article belongs to the Section Organic Synthesis and Biosynthesis)
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11 pages, 1910 KiB  
Communication
Synthesis and Characterization of cis-/trans-(±)-3-Alkyl-3,4-dihydro-6,7-dimethoxy-1-oxo-1H-isochromene-4-carboxylic Acids
by Savina Stoyanova and Milen G. Bogdanov
Molbank 2025, 2025(2), M1988; https://doi.org/10.3390/M1988 - 1 Apr 2025
Viewed by 279
Abstract
A series of new 3-alkyl substituted cis- and trans-(±)-3,4-dihydro-6,7-dimethoxy-1-oxo-1H-isochromene-4-carboxylic acids (cis-/trans-1–3) was synthesized through the reaction of 6,7-dimethoxyhomophthalic anhydride with aliphatic aldehydes of varying chain lengths. Their structure and configuration were [...] Read more.
A series of new 3-alkyl substituted cis- and trans-(±)-3,4-dihydro-6,7-dimethoxy-1-oxo-1H-isochromene-4-carboxylic acids (cis-/trans-1–3) was synthesized through the reaction of 6,7-dimethoxyhomophthalic anhydride with aliphatic aldehydes of varying chain lengths. Their structure and configuration were elucidated using spectral methods, including 1H, 13C, DEPT-135 NMR, FTIR, UV-Vis, and HRMS analyses. A deductive conformational analysis was performed for determining the preferred conformations in solution and to explain the observed vicinal coupling constants. Full article
(This article belongs to the Section Structure Determination)
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9 pages, 761 KiB  
Communication
2D Coordination Polymer [Fe(piv)2(dab)2]n
by Vladimir A. Bushuev, Dmitriy S. Yambulatov, Stanislav A. Nikolaevskii, Mikhail A. Kiskin and Igor L. Eremenko
Molbank 2025, 2025(2), M1987; https://doi.org/10.3390/M1987 - 31 Mar 2025
Viewed by 365
Abstract
The interaction of preorganized iron(II) pivalate complexes with aromatic N-donor ligand (pyridine (py) or 2,2′-bipyridine (bpy)) and 1,4-diaminobutane (dab, putrescine) in anhydrous acetonitrile yielded a new 2D coordination polymer [Fe(piv)2(dab)2]n (1, piv = Me3CCO [...] Read more.
The interaction of preorganized iron(II) pivalate complexes with aromatic N-donor ligand (pyridine (py) or 2,2′-bipyridine (bpy)) and 1,4-diaminobutane (dab, putrescine) in anhydrous acetonitrile yielded a new 2D coordination polymer [Fe(piv)2(dab)2]n (1, piv = Me3CCO2–). The molecular structure of 1 in crystal was determined by single-crystal X-ray diffraction analysis and ATR-FTIR spectroscopy. Full article
(This article belongs to the Section Structure Determination)
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5 pages, 2383 KiB  
Short Note
(E,E)-1,5-Diethoxy-1,5-diphenylpenta-1,4-dien-3-one
by R. Alan Aitken, David B. Cordes, Verity Kennett and Aidan P. McKay
Molbank 2025, 2025(2), M1986; https://doi.org/10.3390/M1986 - 28 Mar 2025
Viewed by 367
Abstract
The title compound has been fully characterised for the first time. Fully assigned 1H and 13C NMR spectra and the X-ray structure are presented. Full article
(This article belongs to the Section Structure Determination)
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11 pages, 2423 KiB  
Communication
Synthesis of N,N-Dimethylaminopropyl Derivative of A Blood Sugar Antigen
by Elena Di Marzo, Luigi Lay and Giuseppe D’Orazio
Molbank 2025, 2025(2), M1985; https://doi.org/10.3390/M1985 - 27 Mar 2025
Cited by 1 | Viewed by 312
Abstract
Gold nanoparticles (AuNPs) are a promising tool for drug delivery due to their unique chemical properties that make them biocompatible and easy to functionalize. However, when AuNPs are introduced into biological systems, they are coated by the so-called protein corona (PC), which affects [...] Read more.
Gold nanoparticles (AuNPs) are a promising tool for drug delivery due to their unique chemical properties that make them biocompatible and easy to functionalize. However, when AuNPs are introduced into biological systems, they are coated by the so-called protein corona (PC), which affects their biodistribution and limits their therapeutic efficacy. The functionalization of AuNPs with endogenous carbohydrates can be a possible strategy to reduce immune recognition, thus enhancing their biocompatibility and circulation time. Suitable candidates for this approach are the ABO blood sugar antigens, di- and tri-saccharides that represent the terminal portion of some glycolipids and glycoproteins present on the surface of human red blood cells and other tissues. In this work, we illustrate the synthesis of trisaccharide antigen A derivative, whose last step is worthy of investigation. During the final hydrogenolysis reaction, intended to remove protecting groups, an unexpected side reaction occurred, the isolated product bearing an N,N-dimethyl moiety on the anomeric propyl linker. This side reaction might be ascribed to the in situ formation of formaldehyde and successive imine formation and reduction. The obtained compound can be used as a monomeric control compound in biochemical and structural biology studies involving ABO blood sugar antigens. Full article
(This article belongs to the Collection Molecules from Side Reactions)
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