Synthesis and some reactions of indolo[2,1-c]-1,4-oxazinium perchlorates

The reaction of acyl perchlorates with 1 phenacylskatole affords the previously unknown 1-R-lamethyl-3phenylindolo[2,1-c1-1,4oxazinium salts, which undergo recyclization by the action of ammonia to the corresponding indolo[2,1-alpyrazines. It is found that the salts (R = CHj, CZHS) also form dimers of their anhydro bases. The perchlorate (R = Ph) is converted to indolo[2,141-1, 2, S-triazepine by the action of hydrazine.