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Molecules, Volume 7, Issue 10 (October 2002), Pages 721-776

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Research

Open AccessArticle Different Reaction Patterns in the Baylis-Hillman Reaction of Aryl Aldehydes with Phenyl Vinyl Ketone, Phenyl Acrylate and Phenyl Thioacrylate
Molecules 2002, 7(10), 721-733; doi:10.3390/71000721
Received: 27 August 2002 / Revised: 10 October 2002 / Accepted: 11 October 2002 / Published: 31 October 2002
Cited by 7 | PDF Full-text (61 KB) | HTML Full-text | XML Full-text
Abstract
In the Baylis-Hillman reaction of aryl aldehydes with phenyl vinyl ketone we have observed exclusive formation of diadducts 4, and that the yields of diadduct can reach 80% with increasing amounts of phenyl vinyl ketone. On the other hand, for phenyl acrylate [...] Read more.
In the Baylis-Hillman reaction of aryl aldehydes with phenyl vinyl ketone we have observed exclusive formation of diadducts 4, and that the yields of diadduct can reach 80% with increasing amounts of phenyl vinyl ketone. On the other hand, for phenyl acrylate and phenyl thioacrylate, only the normal Baylis-Hillman adduct was obtained. The effects of substituents were also examined and a plausible reaction mechanism is proposed for the formation of compounds 4. Full article
Open AccessArticle Silica Sulfuric Acid/ NaNO2 as a Novel Heterogeneous System for the Nitration of Phenols under Mild Conditions
Molecules 2002, 7(10), 734-742; doi:10.3390/71000734
Received: 2 October 2002 / Revised: 14 October 2002 / Accepted: 14 October 2002 / Published: 31 October 2002
Cited by 38 | PDF Full-text (43 KB) | HTML Full-text | XML Full-text
Abstract
Nitrophenols can be obtained in moderate to high yields via nitrosationoxidation of phenols with silica sulfuric acid, NaNO2 and wet SiO2 at room temperature. In situ generation of HNO2 and a radical cation mechanism via the nitrous acid catalyzed [...] Read more.
Nitrophenols can be obtained in moderate to high yields via nitrosationoxidation of phenols with silica sulfuric acid, NaNO2 and wet SiO2 at room temperature. In situ generation of HNO2 and a radical cation mechanism via the nitrous acid catalyzed (NAC) pathway appear to be applicable to phenol nitration using these reagents. Full article
Open AccessArticle Preparation of Shortened Norbelladine Analogs
Molecules 2002, 7(10), 743-750; doi:10.3390/71000743
Received: 1 November 2001 / Revised: 23 September 2002 / Accepted: 30 September 2002 / Published: 31 October 2002
PDF Full-text (83 KB) | HTML Full-text | XML Full-text
Abstract The preparation of N-[(2-bromo-5-hydroxy-4-methoxyphenyl)methyl]-N-[(4-hydroxyphenyl)methyl]formamide (5) and 2-bromo-5-hydroxy-α-[(4-hydroxyphenyl)-methyl]-4-methoxypropaneamide (10) is reported. Full article
Open AccessArticle Deprotection of Acetals and Ketals by Silica Sulfuric Acid and Wet SiO2
Molecules 2002, 7(10), 751-755; doi:10.3390/71000751
Received: 25 October 2001 / Revised: 13 October 2002 / Accepted: 14 October 2002 / Published: 31 October 2002
Cited by 26 | PDF Full-text (29 KB) | HTML Full-text | XML Full-text
Abstract
Neat chlorosulfonic acid reacts with silica gel to give silica sulfuric acid in which sulfuric acid is immobilized on the surface of silica gel via covalent bonds. A combination of silica sulfuric acid and wet SiO2 was used as an effective [...] Read more.
Neat chlorosulfonic acid reacts with silica gel to give silica sulfuric acid in which sulfuric acid is immobilized on the surface of silica gel via covalent bonds. A combination of silica sulfuric acid and wet SiO2 was used as an effective deacetalizating agent for the conversion of acetals to their corresponding carbonyl derivatives under thermal conditions. Full article
Open AccessArticle A Simple Synthesis of Some New Thienopyridine and Thienopyrimidine Derivatives
Molecules 2002, 7(10), 756-766; doi:10.3390/71000756
Received: 8 May 2002 / Revised: 25 August 2002 / Accepted: 18 September 2002 / Published: 31 October 2002
Cited by 12 | PDF Full-text (52 KB) | HTML Full-text | XML Full-text
Abstract A number of pyridothienopyridine (2, 3), pyridothienopyrimidine (6, 10), pyridothienotriazine (13), pyrimidothienopyrimidine (15, 16, 17a,b) and thienoimidazo-triazines (18) were obtained via interaction of 3-amino-5-phenylamino-2,4-dicarbonitrile (1) with different reagents. Full article
Open AccessArticle Amino Acid Based Synthesis of Chiral Long Chain Diamines and Tetramines
Molecules 2002, 7(10), 767-776; doi:10.3390/71000767
Published: 31 October 2002
PDF Full-text (127 KB) | HTML Full-text | XML Full-text
Abstract
A method for the synthesis of long chain diamines and tetramines starting from natural α-amino acids is reported. Diamines and tetramines were prepared through the Wittig olefination reaction of N-protected amino aldehydes obtained from phenylalanine and lysine. A 1,2,17,18-tetramine was synthesized using [...] Read more.
A method for the synthesis of long chain diamines and tetramines starting from natural α-amino acids is reported. Diamines and tetramines were prepared through the Wittig olefination reaction of N-protected amino aldehydes obtained from phenylalanine and lysine. A 1,2,17,18-tetramine was synthesized using (2S)-1-azido-2-[bis(tert-butoxycarbonyl)-amino]-5-oxopentane as key-intermediate compound. Full article

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