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Synthesis of novel 1-substituted [1,3]thiazolo[3,2-a]-[1,5]benzodiazepine derivatives from 1,5-benzodiazepine-2-thiones and α-halogen carbonyl compounds

✍ Scribed by Regina Janciene; Zita Stumbreviciute; Daiva Podeniene; Benedikta D. Puodziunaite; Steve Black; Stephen M. Husbands

Publisher
Journal of Heterocyclic Chemistry
Year
2006
Tongue
English
Weight
131 KB
Volume
43
Category
Article
ISSN
0022-152X

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✦ Synopsis

Abstract

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A number of substituted 4H,5H,6H‐thiazolo[3,2‐a][1,5]benzodiazepinium salts 2a‐h, 5, 9, which are based on the novel thiazolobenzodiazepine system, were prepared by condensation‐cyclization of 1,5‐benzodiazepine‐2‐thiones 1a‐f, h, 4 with α‐haloketones, as well as with α‐bromoacetaldehyde diethyl acetal. The structure and stereochemistry of the ring system obtained were investigated by ^1^H and ^13^C nmr spectroscopy: the additional heterocyclic nucleus was found to appreciably influence the conformational mobility of the heptatomic ring. Upon treatment of salt 2d with alkali the presence of the base enamine structure in solution has been postulated.

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Synthesis of Novel 1-Substituted [1,3]Th
Synthesis of Novel 1-Substituted [1,3]Thiazolo[3,2-a][1,5]benzodiazepine Derivatives from 1,5-Benzodiazepine-2-thiones and α-Halogen Carbonyl Compounds.
✍ Regina Janciene; Zita Stumbreviciute; Daiva Podeniene; Benedikta D. Puodziunaite 📂 Article 📅 2006 🏛 John Wiley and Sons ⚖ 25 KB 👁 1 views

## Abstract ChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 200 leading journals. To access a ChemInform Abstract, please click on HTML or PDF.

A straightforward synthesis of novel 4H-
A straightforward synthesis of novel 4H-thiazolo[3,2-d][1,5]benzodiazepine derivatives
✍ Regina Janciene; Ausra Vektariene; Zita Stumbreviciute; Lidija Kosychova; Algird 📂 Article 📅 2004 🏛 John Wiley and Sons 🌐 English ⚖ 133 KB

## Abstract The novel 4__H__‐thiazolo[3,2‐__d__][1,5]benzodiazepinium salts have been synthesized in a single step by the reaction of the variously substituted 2,3,4,5‐tetrahydro‐1,5‐benzodiazepine‐2(1__H__)‐thiones and bromoacetaldehyde diethyl acetal. Cyclization is obviously influenced by the na