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Molecules, Volume 7, Issue 10 (October 2002) – 6 articles , Pages 721-776

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Open AccessArticle
Amino Acid Based Synthesis of Chiral Long Chain Diamines and Tetramines
Molecules 2002, 7(10), 767-776; https://doi.org/10.3390/71000767 - 31 Oct 2002
Cited by 1 | Viewed by 5928
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 (2S)-1-azido-2-[bis( [...] 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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Open AccessArticle
A Simple Synthesis of Some New Thienopyridine and Thienopyrimidine Derivatives
Molecules 2002, 7(10), 756-766; https://doi.org/10.3390/71000756 - 31 Oct 2002
Cited by 27 | Viewed by 7123
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
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Open AccessArticle
Deprotection of Acetals and Ketals by Silica Sulfuric Acid and Wet SiO2
Molecules 2002, 7(10), 751-755; https://doi.org/10.3390/71000751 - 31 Oct 2002
Cited by 57 | Viewed by 8623
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 deacetalizating [...] 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
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Open AccessArticle
Preparation of Shortened Norbelladine Analogs
Molecules 2002, 7(10), 743-750; https://doi.org/10.3390/71000743 - 31 Oct 2002
Cited by 1 | Viewed by 5313
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
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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; https://doi.org/10.3390/71000734 - 31 Oct 2002
Cited by 86 | Viewed by 9067
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 (NAC) [...] 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
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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; https://doi.org/10.3390/71000721 - 31 Oct 2002
Cited by 14 | Viewed by 8693
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 and [...] 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
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