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Synthesis of thieno[2′,3′(3′,4′ or 3′,2′):5,6]azepino[2,1‐ a ]isoindolediones from N ‐Thienyl‐2(3)‐ylmethylphthalimides
Author(s) -
Pigeon Pascal,
Decroix Bernard
Publication year - 1996
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.5570330123
Subject(s) - chemistry , triethylamine , bromine , selenium , wittig reaction , acetic acid , medicinal chemistry , organic chemistry
Reduction of N ‐thienybnethylphthalimides 5a‐e followed by the Wittig reaction gave the substituted acetic acids 8a‐e . Their corresponding acyl chlorides where cyclized in the presence of aluminium trichloride to furnish the cyclic ketones 9a‐e . Treatment of these ketones with bromine followed by triethylamine, or with selenium dioxide led to the thienoazepinoisoindolediones 1a‐e .