A. Kotali et Pa. Harris, OXIDATION OF N-ACYL HYDRAZONES OF O-AMINOARYL KETONES - SYNTHESIS OF 2-ACYLAMINOINDAZOLES, Heterocycles, 37(3), 1994, pp. 1541-1548
Synthesis of 3-substituted-2-acylaminoindazoles via the lead tetraacet
ate oxidative cyclization of N-carbonylhydrazones of o-aminoarylketone
s is reported. A mechanism involving formation of organolead, azoaceta
te and o-quinonemethide imine intermediates is proposed. The formation
of the indazole heterocycle was confirmed by an independent synthesis
of 2-benzoylamino-3-phenylindazole.