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Reactions of β‐sulfenyl α,β‐unsaturated ketones with guanidine, Amidines, and diamines
Author(s) -
Nishio Takehiko,
Tokunaga Tatsuhiro,
Omote Yoshimori
Publication year - 1985
Publication title -
journal of heterocyclic chemistry
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 0.321
H-Index - 59
eISSN - 1943-5193
pISSN - 0022-152X
DOI - 10.1002/jhet.5570220237
Subject(s) - chemistry , ethylenediamine , guanidine , amidine , diazepine , pyrimidine , medicinal chemistry , diamine , organic chemistry , ring (chemistry) , stereochemistry
β‐Sulfenyl α, β‐unsaturated ketones 1a‐c reacted with guanidine or amidines to give pyrimidine derivatives 3 in 14‐76% yields. Treatment of ketones 1 with diamines such as ethylenediamine and o ‐phenylenediamine afforded the seven‐membered heterocycles, 2,3‐dihydro‐1,4‐diazepine 5 and 2,3‐benzo‐1,4‐diazepines 8a‐c .