Zinc-Catalysed (3+2) Cycloaddition of Enaminone with Tosylhydrazide to Synthesise 1H-Pyrazole via C−N and S−N Bond Cleavage

Sanjukta Roy, Rana Chatterjee, Rambabu Dandela

Research output: Contribution to journalArticlepeer-review

Abstract

A novel and practical zinc-catalysed synthesis of 1H-pyrazole has been developed. The one-pot protocol enables the cycloaddition of enaminone and tosylhydrazide via C−N and S−N bond breaking process, leading to diverse mono-substituted pyrazole derivatives in high yields. Moreover, the easily accessible materials, broad substrate scope with excellent functional group tolerance, ease of isolation and open-air conditions are the key features of the present method.

Original languageEnglish
Article numbere202400549
JournalAsian Journal of Organic Chemistry
Volume14
Issue number2
DOIs
StatePublished - 1 Feb 2025
Externally publishedYes

Keywords

  • 1H-pyrazole
  • cycloaddition
  • C−N, S−N bond cleavage
  • Zinc-catalysed
  • β-enaminone

ASJC Scopus subject areas

  • Organic Chemistry

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