Studies on quinones. Part 25 . Synthetic approaches to 6,9‐dioxygenated‐benzazepinones

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.