Direct synthesis of pyrazoles from esters using tert-butoxide-assisted C-(C=O) 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-(C=O) coupling

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

Research output: Contribution to journal › Article › peer-review

23 Citations (Scopus)

Abstract

This paper describes the direct synthesis of pyrazoles from esters that comprises two sequential reactions: tert-butoxide-assisted C-C(=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.

Original language	English
Pages (from-to)	9201-9204
Number of pages	4
Journal	Chemical Communications
Volume	51
Issue number	44
DOIs	https://doi.org/10.1039/c5cc02020d
Publication status	Published - 2015 Jun 4

Bibliographical note

Publisher Copyright:
© The Royal Society of Chemistry.

ASJC Scopus subject areas

Electronic, Optical and Magnetic Materials
Ceramics and Composites
Metals and Alloys
Materials Chemistry
Surfaces, Coatings and Films
General Chemistry
Catalysis

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abstract = "This paper describes the direct synthesis of pyrazoles from esters that comprises two sequential reactions: tert-butoxide-assisted C-C(=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.",

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AU - Kim, Bo Ram

AU - Sung, Gi Hyeon

AU - Ryu, Ki Eun

AU - Lee, Sang Gyeong

AU - Yoon, Hyo Jae

AU - Shin, Dong Soo

AU - Yoon, Yong Jin

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Y1 - 2015/6/4

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AB - This paper describes the direct synthesis of pyrazoles from esters that comprises two sequential reactions: tert-butoxide-assisted C-C(=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.

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ER -

Direct synthesis of pyrazoles from esters using tert-butoxide-assisted C-(C=O) coupling

Abstract

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ASJC Scopus subject areas

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