Issue 37, 2024

Z-selective radical difunctionalization of aromatic alkynes: synthesis of multi-substituted triarylethenes

Abstract

An efficient method for the radical difunctionalization of aromatic alkynes has been developed, resulting in the synthesis of a range of valuable triarylethenes. This approach utilizes strategically designed aryldiazonium salts with tertiary alcohol substitution as bifunctional reagents, along with cost-effective cuprous chloride as a catalyst. The method demonstrates remarkable Z-selectivity and is capable of gram-scale preparation. Additionally, a novel spin-trapping reagent has been developed based on the synthesized product.

Graphical abstract: Z-selective radical difunctionalization of aromatic alkynes: synthesis of multi-substituted triarylethenes

Supplementary files

Article information

Article type
Communication
Submitted
22 Cig 2024
Accepted
08 Agd 2024
First published
09 Agd 2024

Chem. Commun., 2024,60, 4894-4897

Z-selective radical difunctionalization of aromatic alkynes: synthesis of multi-substituted triarylethenes

X. Wang, J. Wang, M. Ji, X. Wu and C. Zhu, Chem. Commun., 2024, 60, 4894 DOI: 10.1039/D4CC01315H

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