Issue 28, 2025

Photocatalytic and straightforward olefination of alkyl aldehydes with alkynylphosphonates enabled by Cu(i)-photosensitizers

Abstract

A visible light-driven photocatalytic olefination of alkyl aldehydes into vinylphosphonates directly with alkynylphosphonates has been successfully developed with high E-selectivity through a P/N-heteroleptic Cu(I)-photosensitizer-enabled, secondary amine-aided tandem radical process comprising in situ generation of an alkyl-substituted α-amino radical, addition of the α-amino radical across alkynylphosphonates, 1,5-HAT, C–N bond cleavage and 1,3-allylic isomerization.

Graphical abstract: Photocatalytic and straightforward olefination of alkyl aldehydes with alkynylphosphonates enabled by Cu(i)-photosensitizers

Supplementary files

Article information

Article type
Communication
Submitted
28 Dec 2024
Accepted
09 Mar 2025
First published
10 Mar 2025

Chem. Commun., 2025,61, 5357-5360

Photocatalytic and straightforward olefination of alkyl aldehydes with alkynylphosphonates enabled by Cu(I)-photosensitizers

Y. Zhou, L. Chen, Z. Huang, Q. Sun, X. Xu, K. Zhang and Y. Liu, Chem. Commun., 2025, 61, 5357 DOI: 10.1039/D4CC06771A

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