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.
Heterocyclization of propenethioamides: A direct synthesis of 1,4-thiazepine ring systems
CONGIU, CENZO;ONNIS, VALENTINA
1995-01-01
Abstract
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.
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