OXIDATION OF N-ACYL HYDRAZONES OF O-AMINOARYL KETONES - SYNTHESIS OF 2-ACYLAMINOINDAZOLES

Citation
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
Citations number
18
Categorie Soggetti
Chemistry Inorganic & Nuclear
Journal title
ISSN journal
03855414
Volume
37
Issue
3
Year of publication
1994
Pages
1541 - 1548
Database
ISI
SICI code
0385-5414(1994)37:3<1541:OONHOO>2.0.ZU;2-8
Abstract
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.