Synthesis of 3-substituted indazoles from arynes and N-tosylhydrazones

Pan Li; Jingjing Zhao; Chunrui Wu; Richard C Larock; Feng Shi

doi:10.1021/ol201086g

Synthesis of 3-substituted indazoles from arynes and N-tosylhydrazones

Org Lett. 2011 Jul 1;13(13):3340-3. doi: 10.1021/ol201086g. Epub 2011 Jun 1.

Authors

Pan Li¹, Jingjing Zhao, Chunrui Wu, Richard C Larock, Feng Shi

Affiliation

¹ Key Laboratory of Natural Medicine and Immuno-Engineering of Henan Province, Henan University, Jinming Campus, Kaifeng, 475004, PR China.

PMID: 21630698
DOI: 10.1021/ol201086g

Abstract

Readily available, stable, and inexpensive N-tosylhydrazones react with arynes under mild reaction conditions to afford 3-substituted indazoles in moderate to good yields. The reaction appears to involve a dipolar cycloaddition of in situ generated diazo compounds and arynes.

Publication types

Research Support, Non-U.S. Gov't

MeSH terms

Hydrazones / chemistry*
Indazoles / chemical synthesis*
Molecular Structure
Stereoisomerism

Substances

Hydrazones
Indazoles