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Heterocyclization of propenethioamides: A direct synthesis of 1,4‐thiazepine ring systems
Author(s) -
Cocco Maria Teresa,
Congiu Cenzo,
Onnis Valentina
Publication year - 1995
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.5570320213
Subject(s) - chemistry , triethylamine , ring (chemistry) , thiophene , medicinal chemistry , combinatorial chemistry , organic chemistry
The heterocyclization of 3‐aminopropenethioamides 1 and 2 with 2‐bromoacetophenone is reported. The p ‐toluenesulphonic acid catalyzed reaction gives a direct route to 1,4‐thiazepines 3 and 5 , while in the presence of triethylamine thiophene 4 and 1,4‐thiazepin‐5‐one 6 are obtained.