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Molecules, Volume 2, Issue 1 (January 1997) – 5 articles , Pages 1-30

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95 KiB  
Article
Combinatorial Libraries on Rigid Scaffolds: Solid Phase Synthesis of Variably Substituted Pyrazoles and Isoxazoles
by Andreas L. Marzinzik and Eduard R. Felder
Molecules 1997, 2(1), 17-30; https://doi.org/10.3390/jan97p5 - 29 Jan 1997
Cited by 21 | Viewed by 10532
Abstract
The synthesis of combinatorial compound libraries has become a powerful lead finding tool in modern drug discovery. The ability to synthesize rapidly, in high yield, new chemical entities with low molecular weight on a solid support has a recognized strategic relevance (“small molecule [...] Read more.
The synthesis of combinatorial compound libraries has become a powerful lead finding tool in modern drug discovery. The ability to synthesize rapidly, in high yield, new chemical entities with low molecular weight on a solid support has a recognized strategic relevance (“small molecule libraries”). We designed and validated a novel solid phase synthesis scheme, suitable to generate diversity on small heterocycles of the pyrazole and isoxazole type. Appropriate conditions were worked out for each reaction, and a variety of more or less reactive agents (building blocks) was utilized for discrete conversions, in order to exploit the system’s breadth of applicability. Four sequential reaction steps were validated, including the loading of the support with an acetyl bearing moiety, a Claisen condensation, an a-alkylation and a cyclization of a b-diketone with monosubstituted hydrazines. In a second stage, the reaction sequence was applied in a split and mix approach, in order to prepare a combinatorial library built-up from 4 acetyl carboxylic acids (R1), 35 carboxylic esters (R2) and 41 hydrazines (R4) (and 1 hydroxylamine) to yield a total of 11,760 compounds divided into 41 pyrazole sublibraries with 140 pairs of regioisomers and 1 isoxazole sublibrary of equal size. Full article
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51 KiB  
Article
Photoinduced Electron-transfer Reaction of Pentafluoroiodobenzene with Alkenes
by Ping Cao, Zheng-Yu Long and Qing-Yun Chen
Molecules 1997, 2(1), 11-16; https://doi.org/10.3390/jan97p4 - 29 Jan 1997
Cited by 3 | Viewed by 8757
Abstract
Irradiation of pentafluoroiodobenzene and alkenes gave the corresponding adducts. The presence of single electron-transfer scavengers, (p-dinitrobenzene and t-Bu2NO) and the free radical inhibitor (hydroquinone) suppressed the reaction. A photoinduced electron-transfer mechanism is proposed. Full article
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21 KiB  
Article
Synthesis of New 2-(1,3-Dithianyl)phenols and Hexakis-[p-(1,3-dithian-2-yl)phenoxy]cyclotriphosphazene
by Stibrányi Ladislav, Zúziová Jozefína and Prónayová Nadezda
Molecules 1997, 2(1), 7-10; https://doi.org/10.3390/jan97p3 - 29 Jan 1997
Cited by 13 | Viewed by 6747
Abstract
2-Chloro-1,3-dithiane was obtained by the chlorination of 1,3-dithiane with N-chlorosuccinimide. Reactions of 2-chloro-1,3-dithiane with various substituted phenols lead to 2-(1,3-dithianyl)phenols (3). Hexakis-[p-(1,3-dithian-2-yl)phenoxy]cyclotriphosphazene (6) was obtained by reaction with hexachlorotriazacyclotriphosphazene (5). Full article
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25 KiB  
Article
Synthesis of the Demospongic Compounds, (6Z, 11Z)-Octadecadienoic Acid and (6Z, 11Z)-Eicosadienoic Acid
by B. A. Kulkarni, S. Chattopadhyay, A. Chattopadhyay and V. R. Mamdapur
Molecules 1997, 2(1), 3-6; https://doi.org/10.3390/jan97p2 - 29 Jan 1997
Cited by 11 | Viewed by 7275
Abstract
A stereoselective synthesis of (6Z, 11Z)-octadecadienoic acid (1) and (6Z, 11Z)-eicosadienoic acid (2) from easily accessible pentane-1,5-diol (3) is described. Thus, compound 3 on pyranylation and oxidation gave the aldehyde 5 which was converted to the acid 7 by Wittig reaction with a [...] Read more.
A stereoselective synthesis of (6Z, 11Z)-octadecadienoic acid (1) and (6Z, 11Z)-eicosadienoic acid (2) from easily accessible pentane-1,5-diol (3) is described. Thus, compound 3 on pyranylation and oxidation gave the aldehyde 5 which was converted to the acid 7 by Wittig reaction with a suitable phosphorane. Its depyranylation and oxidation furnished the key aldehyde 9 which upon Wittig reaction with n-heptylidene and n-nonylidene phosphoranes, respectively followed by alkaline hydrolysis afforded the title acids. Full article
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6 KiB  
Editorial
Preserving and Exploiting Molecular Diversity: Deposit and Exchange of Chemical Information and Chemical Samples
by Shu-Kun Lin
Molecules 1997, 2(1), 1-2; https://doi.org/10.3390/jan97p1 - 17 Jan 1997
Cited by 2 | Viewed by 4715
Abstract
Starting with volume 2 of the journal Molecules [1], the nonprofit international organization MDPI will provide, in addition to the sample deposit services, the service for the deposit of information (experimental data, particularly spectroscopic data).[...] Full article
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