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Recent Advances in Organic Chemistry: Molecules Synthesis and Reactions
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Recent Advances in Organic Chemistry: Molecules Synthesis and Reactions

A special issue of International Journal of Molecular Sciences (ISSN 1422-0067). This special issue belongs to the section "Physical Chemistry and Chemical Physics".

Deadline for manuscript submissions: 31 October 2024 | Viewed by 3402

Special Issue Editors

Prof. Dr. José Justicia

E-Mail Website
Guest Editor
Department of Organic Chemistry, University of Granada, 18071 Granada, Spain
Interests: natural products; terpenoids; organic synthesis; free radicals; organometallic chemistry
Special Issues, Collections and Topics in MDPI journals
Prof. Dr. Rachid Chahboun

E-Mail Website
Guest Editor
Department of Organic Chemistry, University of Granada, 18071 Granada, Spain
Interests: synthesis; organic chemistry; natural products
Special Issues, Collections and Topics in MDPI journals

Special Issue Information

Dear Colleagues,

Organic synthesis, the art and science of constructing organic compounds, is one of the most important fields of research in organic chemistry. This discipline has also impacted other sciences, resulting in the emergence of other related disciplines such as medicinal chemistry, biology, biotechnology, material science and nanotechnology. Currently, the development of new synthetic tools and their application to the preparation of various molecules is a recurrent topic in specialized journals. Thus, a great variety of synthetic protocols have been developed, including “classic” reactions, organometallic-based reactions, free radical-based reactions, organocatalytic methodologies, photoredox and photocatalysis, and others, expanding the number of synthetic tools available for organic chemists around the world. These methodologies have allowed for the preparation of an abundance of compounds in laboratories and industries, such as bioactive natural products, nutritional goods, high-tech materials, electronic devices, polymers, and others, that are present and facilitate our lives.

In this Special Issue, we intend to collect original research articles, communications and review papers that cover the latest news in this field, especially in the context of the development of new useful reactions and their application to the synthesis of interesting objectives.

Suggested topics include, but are not limited to:

- Synthesis of bioactive compounds;
- New procedures based on organocatalysis, photoredox and photocatalysis;
- Organometallic chemistry in organic synthesis;
- New insides in free-radical reactions.

Prof. Dr. José Justicia
Prof. Dr. Rachid Chahboun
Guest Editors

Manuscript Submission Information

Manuscripts should be submitted online at www.mdpi.com by registering and logging in to this website. Once you are registered, click here to go to the submission form. Manuscripts can be submitted until the deadline. All submissions that pass pre-check are peer-reviewed. Accepted papers will be published continuously in the journal (as soon as accepted) and will be listed together on the special issue website. Research articles, review articles as well as short communications are invited. For planned papers, a title and short abstract (about 100 words) can be sent to the Editorial Office for announcement on this website.

Submitted manuscripts should not have been published previously, nor be under consideration for publication elsewhere (except conference proceedings papers). All manuscripts are thoroughly refereed through a single-blind peer-review process. A guide for authors and other relevant information for submission of manuscripts is available on the Instructions for Authors page. International Journal of Molecular Sciences is an international peer-reviewed open access semimonthly journal published by MDPI.

Please visit the Instructions for Authors page before submitting a manuscript. There is an Article Processing Charge (APC) for publication in this open access journal. For details about the APC please see here. Submitted papers should be well formatted and use good English. Authors may use MDPI's English editing service prior to publication or during author revisions.

Keywords

  • bioactive natural products
  • organocatalysis
  • photoredox reactions
  • free-radical reactions
  • organometallic reactions
  • organic synthesis

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Published Papers (5 papers)

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Research

14 pages, 3444 KiB  
Article
Sequential Nucleophilic Aromatic Substitution Reactions of Activated Halogens
by M. John Plater and William T. A. Harrison
Int. J. Mol. Sci. 2024, 25(15), 8162; https://doi.org/10.3390/ijms25158162 - 26 Jul 2024
Viewed by 339
Abstract
Building blocks have been identified that can be functionalised by sequential nucleophilic aromatic substitution. Some examples are reported that involve the formation of cyclic benzodioxin and phenoxathiine derivatives from 4,5-difluoro-1,2-dinitrobenzene, racemic quinoxaline thioethers, and sulfones from 2,3-dichloroquinoxaline and (2-aminophenylethane)-2,5-dithiophenyl-4-nitrobenzene from 1-(2-aminophenylethane)-2-fluoro-4,5-dinitrobenzene. Four X-ray [...] Read more.
Building blocks have been identified that can be functionalised by sequential nucleophilic aromatic substitution. Some examples are reported that involve the formation of cyclic benzodioxin and phenoxathiine derivatives from 4,5-difluoro-1,2-dinitrobenzene, racemic quinoxaline thioethers, and sulfones from 2,3-dichloroquinoxaline and (2-aminophenylethane)-2,5-dithiophenyl-4-nitrobenzene from 1-(2-aminophenylethane)-2-fluoro-4,5-dinitrobenzene. Four X-ray single-crystal structure determinations are reported, two of which show short intermolecular N–O…N “π hole” contacts. Full article
(This article belongs to the Special Issue Recent Advances in Organic Chemistry: Molecules Synthesis and Reactions)
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9 pages, 1962 KiB  
Communication
Synthesis of 3,4-Disubstituted Maleimide Derivatives via Phosphine-Catalyzed Isomerization of α-Succinimide-Substituted Allenoates Cascade γ′-Addition with Aryl Imines
by Zhenzhen Gao, Xiaoming Zhou, Baoshen Nie, Hanchong Lu, Xiaotong Chen, Jiahui Wu, Xuekun Wang and Lei Li
Int. J. Mol. Sci. 2024, 25(13), 6916; https://doi.org/10.3390/ijms25136916 - 24 Jun 2024
Viewed by 493
Abstract
3,4-disubstituted maleimides find wide applications in various pharmacologically active compounds. This study presents a highly effective approach for synthesizing derivatives of 3,4-disubstituted maleimides through the direct isomerization of α-succinimide-substituted allenoates, followed by a cascade γ′-addition and aryl imines using PR3 as a [...] Read more.
3,4-disubstituted maleimides find wide applications in various pharmacologically active compounds. This study presents a highly effective approach for synthesizing derivatives of 3,4-disubstituted maleimides through the direct isomerization of α-succinimide-substituted allenoates, followed by a cascade γ′-addition and aryl imines using PR3 as a catalyst. The resulting series of 3,4-disubstituted maleimides exhibited excellent stereoselectivities, achieving yields of up to 86%. To our knowledge, the phosphine-mediated γ′-addition reaction of allenoates is seldom reported. Full article
(This article belongs to the Special Issue Recent Advances in Organic Chemistry: Molecules Synthesis and Reactions)
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12 pages, 2185 KiB  
Article
Synthesis and Study of Building Blocks with Dibenzo[b,f]oxepine: Potential Microtubule Inhibitors
by Piotr Tobiasz, Filip Borys, Marta Kucharska, Marcin Poterała and Hanna Krawczyk
Int. J. Mol. Sci. 2024, 25(11), 6155; https://doi.org/10.3390/ijms25116155 - 3 Jun 2024
Viewed by 278
Abstract
The synthesis of biphenylmethoxydibenzo[b,f]oxepine or photoswitchable fluorinated dibenzo[b,f]oxepine derivatives with one or three azo bonds, potential microtubule inhibitors, is described. Our studies provide a concise method for constructing derivatives containing the dibenzo[b,f]oxepine skeleton. An analysis of products [...] Read more.
The synthesis of biphenylmethoxydibenzo[b,f]oxepine or photoswitchable fluorinated dibenzo[b,f]oxepine derivatives with one or three azo bonds, potential microtubule inhibitors, is described. Our studies provide a concise method for constructing derivatives containing the dibenzo[b,f]oxepine skeleton. An analysis of products was run using experimental and theoretical methods. Next, we evaluated the E/Z isomerization of azo-dibenzo[b,f]oxepine derivatives, which could be photochemically controlled using visible-wavelength light. Full article
(This article belongs to the Special Issue Recent Advances in Organic Chemistry: Molecules Synthesis and Reactions)
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14 pages, 4002 KiB  
Article
Sustainable and Safe N-alkylation of N-heterocycles by Propylene Carbonate under Neat Reaction Conditions
by Andrea Czompa, Dóra Bogdán, Balázs Balogh, Eszter Erdei, Patrik Selymes, Attila Csomos and István M. Mándity
Int. J. Mol. Sci. 2024, 25(10), 5523; https://doi.org/10.3390/ijms25105523 - 18 May 2024
Viewed by 684
Abstract
A new, eco-friendly process utilising the green solvent propylene carbonate (PC) has been developed to perform N-alkylation of N-, O- and/or S-containing heterocyclic compounds. PC in these reactions served as both the reagent and solvent. Importantly, no genotoxic alkyl [...] Read more.
A new, eco-friendly process utilising the green solvent propylene carbonate (PC) has been developed to perform N-alkylation of N-, O- and/or S-containing heterocyclic compounds. PC in these reactions served as both the reagent and solvent. Importantly, no genotoxic alkyl halides were required. No auxiliary was necessary when using anhydrous PC. Product formation includes nucleophilic substitution with the concomitant loss of water and carbon dioxide. Substrates prepared, including the newly invented PROTAC drugs, are widely used. Full article
(This article belongs to the Special Issue Recent Advances in Organic Chemistry: Molecules Synthesis and Reactions)
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9 pages, 1506 KiB  
Communication
Chiral Thianthrenes
by M. John Plater and William T. A. Harrison
Int. J. Mol. Sci. 2024, 25(8), 4311; https://doi.org/10.3390/ijms25084311 - 13 Apr 2024
Cited by 1 | Viewed by 683
Abstract
The absolute configuration and stability of two thianthrene chiral sulfoxides has been determined by means of X-ray single-crystal structure determinations. The analyses and configurations allow verification that the diastereomeric sulfoxides are stable in solution and are not interconverting, which has been suggested in [...] Read more.
The absolute configuration and stability of two thianthrene chiral sulfoxides has been determined by means of X-ray single-crystal structure determinations. The analyses and configurations allow verification that the diastereomeric sulfoxides are stable in solution and are not interconverting, which has been suggested in some studies of sulfoxides. The two thianthrene sulfoxides have slightly different Rf values, which allowed their separation using flash chromatography on silica. The spots run back-to-back, which posed a challenge for their separation. The pure, separated compounds in solution remain as separate, single spots on a Thin Layer Chromatography (TLC) plate. Full article
(This article belongs to the Special Issue Recent Advances in Organic Chemistry: Molecules Synthesis and Reactions)
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