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Studies on quinones. Part 25 . Synthetic approaches to 6,9‐dioxygenated‐benzazepinones
Author(s) -
Valderrama J. A.,
PessoaMahana H.,
Tapia R.
Publication year - 1993
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.5570300135
Subject(s) - chemistry , organic chemistry , combinatorial chemistry
The Schmidt and Beckmann rearrangement of 3,4‐dihydro‐4,4‐dimethyl‐1(2 H )‐naphthalenones bearing oxygenated groups at the 5,8‐positions, and some of their oximes are reported. Depending upon the structure of the substrates and the reaction conditions 4,5‐dihydro‐3 H ‐naphth[1,8‐ cd ]isoxazol, benzazepin‐2‐one and 5,6‐dihydro‐7 H ‐tetrazolo[1,5‐ a ][2]benzazepine derivatives were generated.