Copper-catalysed decarboxylative alkynylation-cyclization reaction of propargylic cyclic carbonates with nitrile imines to access tetrasubstituted pyrazoles

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Authors: Xiaowen Yu, Jinxia Li, Jiongjiong Duan, Feifei Fan, Huanping Xie, Yanfan Huang, Shukui Shi, Weiguang Kong, Ting Li
Cited by: 5
References: 32

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