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A straightforward synthesis of novel 4H-thiazolo[3,2-d][1,5]benzodiazepine derivatives

✍ Scribed by Regina Janciene; Ausra Vektariene; Zita Stumbreviciute; Lidija Kosychova; Algirdas Klimavicius; Benedikta D. Puodziunaite

Publisher
John Wiley and Sons
Year
2004
Tongue
English
Weight
133 KB
Volume
15
Category
Article
ISSN
1042-7163

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✦ Synopsis

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 nature of the substituents in the benzodiazepine system. Theoretical modeling and B3LYP DFT computational studies are presented. © 2004 Wiley Periodicals, Inc. Heteroatom Chem 15:363–368, 2004; Published online in Wiley InterScience (www.interscience.wiley.com). DOI 10.1002/hc.20026

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## Abstract magnified image 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 we