Copper-catalysed decarboxylative alkynylation-cyclization reaction of propargylic cyclic carbonates with nitrile imines to access tetrasubstituted pyrazoles
Abstract
Herein, we report a robust copper-catalyzed decarboxylative alkynylation-cyclization cascade that enables the efficient synthesis of diverse tetrasubstituted pyrazoles under mild conditions, addressing the long-standing regioselectivity challenge plaguing pyrazole synthesis. Mechanistic studies support a sequential process in which a copper-allenylidene intermediate formed first to mediate the migratory insertion of the propargylic cyclic carbonate, followed by [3+2] cycloaddition with nitrile imine, copper migration, and β-OH elimination.
Fields of Study & Subjects
Carbon dioxide utilization in catalysis
Catalytic Alkyne Reactions
Catalytic C–H Functionalization Methods
Publication details
- Journal / source
- Chemical Communications
- Publisher
- Royal Society of Chemistry (RSC)
- Volume
- 62
- Issue
- 24
- Pages
- 6600–6603
- Publication date
- 1 January 2026
- Language
- EN