Work

Copper(I)-Catalysed Reaction of Hydrazonyl Chlorides with Homopropargylic Alcohols: Regioselective Synthesis of 5-Substituted Pyrazoles

Year: 2022

Type: article

Abstract: Fully regioselective synthesis of 5-hydroxyethylpyrazoles was exploited by reacting hydrazonoyl chlorides with homopropargylic alcohols in the presence of catalytic amounts of copper(I) chloride. Good yields of pyrazolic products and mild reaction conditions were experienced notwithstanding the known, poor reactivity of homopropargylic alcohols towards hydrazonoyl chlorides. The role of copper(I) ion and some mechanistic insights for the formation of reaction products are also discussed.

Source: Synthesis

DOI: 10.1055/s-0042-1751770

Authors: Giorgio Molteni, Alessandra Silvani, Marco Manenti

Institution: University of Milan

Language: English

Topic: Catalytic Alkyne Reactions

Subfield: Organic Chemistry

Field: Chemistry

Domain: Physical Sciences

Open Access status: bronze

Funder: Università degli Studi di Milano

Award: G998533775