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Synthesis of 2-(4-quinazolinyl)ethyl sulfides via addition of thiols to 4-vinylquinazolines

✍ Scribed by Jack G. Samaritoni; George E. Babbitt

Publisher: Journal of Heterocyclic Chemistry
Year: 1997
Tongue: English
Weight: 345 KB
Volume: 34
Category: Article
ISSN: 0022-152X
DOI: 10.1002/jhet.5570340429

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✦ Synopsis

Abstract

Reaction of vinyl and isopropenyl Grignard reagents with quinazoline results in addition to the 3,4‐imine bond to give the 4‐alkenyldihydroquinazolines 4 which are conveniently aromatized with potassium ferri‐cyanide to the 4‐alkenylquinazolines 5. Quinazolines 5 undergo addition with thiols under neutral conditions to afford the quinazolinylethyl sulfides 2 in moderate yields.

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