Issue 44, 2015

Direct synthesis of pyrazoles from esters using tert-butoxide-assisted C–(C[double bond, length as m-dash]O) coupling

Abstract

This paper describes the direct synthesis of pyrazoles from esters that comprises two sequential reactions: tert-butoxide-assisted C–C([double bond, length as m-dash]O) coupling reaction to yield β-ketonitrile or α,β-alkynone intermediates, and condensation by hydrazine addition. The method reported allows for easy control of the regioselectivity and structure of substituents at N-1, C-3, C-4 and/or C-5 positions.

Graphical abstract: Direct synthesis of pyrazoles from esters using tert-butoxide-assisted C–(C [[double bond, length as m-dash]] O) coupling

Supplementary files

Article information

Article type
Communication
Submitted
10 Mar 2015
Accepted
29 Apr 2015
First published
29 Apr 2015

Chem. Commun., 2015,51, 9201-9204

Direct synthesis of pyrazoles from esters using tert-butoxide-assisted C–(C[double bond, length as m-dash]O) coupling

B. R. Kim, G. H. Sung, K. E. Ryu, S. Lee, H. J. Yoon, D. Shin and Y. Yoon, Chem. Commun., 2015, 51, 9201 DOI: 10.1039/C5CC02020D

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