Issue 19, 2025

Iminophosphorano–phosphine based CuI complexes: utility in 1,3-dipolar azide–alkyne cycloaddition and A3-coupling reaction

Abstract

This manuscript reports the synthesis, structural characterization and catalytic investigations of CuI complexes of the type [CuX{(PPh2CH2Ph2P[double bond, length as m-dash]NAr*)-κ2-P,N}] (2 X = Cl, 3 X = Br, 4 X = I) featuring an iminophosphorano–phosphine ligand (1). The complex 4 showed exceptional catalytic activity in 1,3-dipolar azide–alkyne cycloaddition (CuAAC) and A3-coupling reactions. The catalytic reactions were performed at room temperature under solvent-free conditions in an environmentally benign manner. Notably, a one-step A3-coupling protocol enabled the synthesis of pargyline, a clinically significant drug in 68% yield.

Graphical abstract: Iminophosphorano–phosphine based CuI complexes: utility in 1,3-dipolar azide–alkyne cycloaddition and A3-coupling reaction

Supplementary files

Article information

Article type
Paper
Submitted
28 Jan 2025
Accepted
07 Apr 2025
First published
08 Apr 2025

New J. Chem., 2025,49, 7749-7757

Iminophosphorano–phosphine based CuI complexes: utility in 1,3-dipolar azide–alkyne cycloaddition and A3-coupling reaction

R. Gourkhede and M. S. Balakrishna, New J. Chem., 2025, 49, 7749 DOI: 10.1039/D5NJ00379B

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