Synthesis of 1H-indazoles and 1H-pyrazoles via FeBr3/O2 mediated intramolecular C-H amination

Tianshui Zhang; Weiliang Bao

doi:10.1021/jo3026862

Synthesis of 1H-indazoles and 1H-pyrazoles via FeBr3/O2 mediated intramolecular C-H amination

J Org Chem. 2013 Feb 1;78(3):1317-22. doi: 10.1021/jo3026862. Epub 2013 Jan 18.

Authors

Tianshui Zhang¹, Weiliang Bao

Affiliation

¹ Department of Chemistry, Xixi Campus, Zhejiang University, Hangzhou 310028, P. R. China.

PMID: 23297649
DOI: 10.1021/jo3026862

Abstract

A new synthesis of substituted 1H-indazoles and 1H-pyrazoles from arylhydrazones via FeBr(3)/O(2) mediated C-H activation/C-N bond formation reactions is reported. The corresponding 1,3-diaryl-substituted indazoles and trisubstituted pyrazoles were obtained in moderate to excellent yields under mild conditions.

Publication types

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

MeSH terms

Amination
Catalysis
Cyclization
Hydrazones / chemistry*
Hydrogen Bonding
Indazoles / chemical synthesis*
Indazoles / chemistry*
Pyrazoles / chemical synthesis*
Pyrazoles / chemistry*

Substances

Hydrazones
Indazoles
Pyrazoles