Direct synthesis of pyrazoles from esters using tert-butoxide-assisted C–(CO) coupling

Bo Ram Kim; Gi Hyeon Sung; Ki Eun Ryu; Sang-Gyeong Lee; Hyo Jae Yoon; Dong-Soo Shin; Yong-Jin Yoon

doi:10.1039/C5CC02020D

Direct synthesis of pyrazoles from esters using tert-butoxide-assisted C–(CO) coupling

Bo Ram Kim,^a Gi Hyeon Sung,^a Ki Eun Ryu,^a Sang-Gyeong Lee,^a Hyo Jae Yoon,*^b Dong-Soo Shin^c and Yong-Jin Yoon*^a

Author affiliations

* Corresponding authors

^a Department of Chemistry & Research Institute of Natural Science, Gyeongsang National University, Jinju 660-701, Korea
E-mail: yjyoon@gnu.ac.kr

^b Department of Chemistry, Korea University, Seoul 136-701, Korea
E-mail: hyoon@korea.ac.kr

^c Department of Chemistry, Changwon National University, Changwon, Korea

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.

Supplementary files

Publication details

The article was received on 10 Mar 2015, accepted on 29 Apr 2015 and first published on 29 Apr 2015

Article type: Communication

DOI: 10.1039/C5CC02020D

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

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Direct synthesis of pyrazoles from esters using tert-butoxide-assisted C–(CO) 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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Chemical Communications

Direct synthesis of pyrazoles from esters using tert-butoxide-assisted C–(CO) coupling

Abstract

Supplementary files

Publication details

Direct synthesis of pyrazoles from esters using tert-butoxide-assisted C–(CO) coupling

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