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Synthesis and characterization of some heterocyclic derivatives by cyclization of carbohydrate thiosemicarbazones. Part I

✍ Scribed by M. A. Martins Alho; N. B. D' Accorso

Publisher
Journal of Heterocyclic Chemistry
Year
1997
Tongue
English
Weight
344 KB
Volume
34
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

We report the synthesis of 2,3‐dihydro‐1,3,4‐thiadiazoles and 1,3,4‐thiadiazoles from 1,2:3,4‐di‐O‐iso‐propylidene‐α‐D‐galacto‐1,6‐hexodialdo‐1,5‐pyranose thiosemicarbazone. The physical and spectro‐scopic characterizations of the heterocyclic derivatives as well as the intermediate product are described. We present the prefered conformation in solution using computational calculations and spectroscopic data. The possibilities of chiral induction of the cyclization reaction are discussed.

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