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 journalArticle

9 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 languageEnglish
Pages (from-to)9201-9204
Number of pages4
JournalChemical Communications
Volume51
Issue number44
DOIs
Publication statusPublished - 2015 Jun 4

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hydrazine
Pyrazoles
Regioselectivity
Hydrazine
Condensation
Esters

ASJC Scopus subject areas

  • Chemistry(all)
  • Catalysis
  • Ceramics and Composites
  • Electronic, Optical and Magnetic Materials
  • Surfaces, Coatings and Films
  • Materials Chemistry
  • Metals and Alloys

Cite this

Kim, B. R., Sung, G. H., Ryu, K. E., Lee, S. G., Yoon, H. J., Shin, D. S., & Yoon, Y. J. (2015). Direct synthesis of pyrazoles from esters using tert-butoxide-assisted C-(C=O) coupling. Chemical Communications, 51(44), 9201-9204. https://doi.org/10.1039/c5cc02020d

Direct synthesis of pyrazoles from esters using tert-butoxide-assisted C-(C=O) coupling. / Kim, Bo Ram; Sung, Gi Hyeon; Ryu, Ki Eun; Lee, Sang Gyeong; Yoon, Hyo Jae; Shin, Dong Soo; Yoon, Yong Jin.

In: Chemical Communications, Vol. 51, No. 44, 04.06.2015, p. 9201-9204.

Research output: Contribution to journalArticle

Kim, Bo Ram ; Sung, Gi Hyeon ; Ryu, Ki Eun ; Lee, Sang Gyeong ; Yoon, Hyo Jae ; Shin, Dong Soo ; Yoon, Yong Jin. / Direct synthesis of pyrazoles from esters using tert-butoxide-assisted C-(C=O) coupling. In: Chemical Communications. 2015 ; Vol. 51, No. 44. pp. 9201-9204.
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