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Assembly of Substituted 3-Aminoindazoles from 2-Bromobenzonitrile via a CuBr-Catalyzed Coupling/Condensation Cascade Process

Lanting Xu, Yinsheng Peng, Qiangbiao Pan, Yongwen Jiang and Dawei Ma*

*State Key Laboratory of Bioorganic and Natural Products Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 354 Fenglin Lu, Shanghai 200032, China, Email: madwmail.sioc.ac.cn

L. Xu, Y. Peng, Q. Pan, Y. Jiang, D. Ma, J. Org. Chem., 2013, 78, 3400-3401.

DOI: 10.1021/jo400071h


Abstract

A Cu-catalyzed coupling reaction of 2-halobenzonitriles with hydrazine carboxylic esters and N′-arylbenzohydrazides proceed smoothly to provide substituted 3-aminoindazoles through a cascade coupling-(deacylation-)condensation process. A wide range of substituted 3-aminoindazoles can be prepared from the corresponding coupling partners.

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Key Words

Indazoles


ID: J42-Y2013-0900