Premium
Studies on the chemistry of O,N‐ and S,N‐containing heterocycles. 4 . Investigations on the nucleophilic substitution of activated 1,5‐benzothiazepines
Author(s) -
Bartsch Herbert,
Erker Thomas
Publication year - 1988
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.5570250525
Subject(s) - chemistry , anthranilic acid , nucleophilic substitution , ring (chemistry) , nucleophilic aromatic substitution , nucleophile , medicinal chemistry , derivative (finance) , stereochemistry , nitrosation , substitution reaction , organic chemistry , catalysis , financial economics , economics
The reaction of the activated 1,5‐benzothiazepine 1a with various amines is studied. In contrast to the phenylsubstituted derivative 1b no ring contraction but nucleophilic substitution is observed. Two novel ring systems 8 and 9 are obtained by nitrosation of 3g and by reaction of 1a with anthranilic acid, respectively.