1,3-Difunctionalization of Alkenes by Cobaloxime Photocatalysis

Org Lett. 2024 Aug 16;26(32):6809-6813. doi: 10.1021/acs.orglett.4c02027. Epub 2024 Aug 5.

Abstract

Represented herein is the first 1,3-difunctionalization of alkenes via photocatalysis. A single cobaloxime is used to carry out two catalytic cycles in which cobaloxime is used not only as a photocatalyst to initiate the reaction but also as a metal catalyst for the β-H elimination process. Electron-deficient alkenes, electron-rich alkenes, and unactivated alkenes could be directly converted to 1,3-bisphosphorylated products, even unsymmetric 1,3-bisphosphorylated products, with only H2 as a byproduct under extremely mild reaction conditions.