Issue 23, 2017

Ni and Cu-catalyzed one pot synthesis of unsymmetrical 1,3-di(hetero)aryl-1H-indazoles from hydrazine, o-chloro (hetero)benzophenones, and (hetero)aryl bromides

Abstract

The nickel-catalyzed cyclization of in situ generated ortho-chlorobenzophenone hydrazone derivatives, to afford 3-(hetero)aryl-1H-indazoles, is documented for the first time. The product 1H-indazoles can be transformed subsequently in a one-pot procedure into 1,3-di(hetero)aryl-1H-indazoles via copper-catalyzed N-arylation with (hetero)aryl bromides.

Graphical abstract: Ni and Cu-catalyzed one pot synthesis of unsymmetrical 1,3-di(hetero)aryl-1H-indazoles from hydrazine, o-chloro (hetero)benzophenones, and (hetero)aryl bromides

Supplementary files

Article information

Article type
Paper
Submitted
04 Eph 2017
Accepted
19 Mey 2017
First published
23 Mey 2017

Org. Biomol. Chem., 2017,15, 5062-5069

Ni and Cu-catalyzed one pot synthesis of unsymmetrical 1,3-di(hetero)aryl-1H-indazoles from hydrazine, o-chloro (hetero)benzophenones, and (hetero)aryl bromides

C. Wiethan, C. M. Lavoie, A. Borzenko, J. S. K. Clark, H. G. Bonacorso and M. Stradiotto, Org. Biomol. Chem., 2017, 15, 5062 DOI: 10.1039/C7OB00841D

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