REACTION OF QUINONEIMINES WITH KETENES
نویسندگان
doi
چکیده
The reactivity of quinoneimines towards ketene and diphenylketene was examined. N-Phenylbenzoquinoneirnines (I), (2) and also N-phenylnaphthoquinoneimine react with ketene to give the spiro-adducts (5), (7) and (1 1) respectively. These adducts were stable even after prolonged heating in high boiling solvent. Reaction of the above imines with diphenylketene also afforded 13- lactam spiro-adducts (6), (8) and (12), but they rearranged to oxindole derivatives (9), (10) and (13) by heating in boiling ethanol. N-Phenyl-9, 10- anthraquinoneirnine, however, was inert towards ketene or diphenylketene under the same reaction conditions