Ultrasound-assisted synthesis of 1,5-disubstituted pyrazoles via HFIP-mediated cascade cyclization of enaminones with aryl hydrazine

Sanjukta Roy, Rana Chatterjee, Pragati Kisan, Rambabu Dandela

Research output: Contribution to journalArticlepeer-review

3 Scopus citations

Abstract

A simple and efficient metal-free strategy has been developed for the synthesis of 1,5-disubstituted pyrazole derivatives by using 1,1,1,3,3,3-hexafluoro-2-propanol (HFIP) medium and ultrasound irradiation. The condensation reactions of β-enaminone and aromatic hydrazine have taken place at room temperature with the assistance of sonication. The protocol provides rapid access to various N-aryl substituted pyrazole compounds with excellent functional group tolerance and yields. Notably, the eco-friendly and cost-effective method allows the conversion within a short time and under mild conditions.

Original languageEnglish
Article number155277
JournalTetrahedron Letters
Volume149
DOIs
StatePublished - 6 Oct 2024
Externally publishedYes

Keywords

  • 1,1,1,3,3,3-Hexafluoro-2-propanol (HFIP)-promoted
  • 1,5-Disubstituted pyrazoles
  • Cascade cyclization
  • Metal-free
  • Ultrasound-assisted

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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