Photocatalyzed Direct α-Alkylation of Esters Using Styrenes

Adv Synth Catal. 2023 Jul 18;365(14):2361-2366. doi: 10.1002/adsc.202300253. Epub 2023 Jun 29.

Abstract

A mild photocatalyzed approach to achieve the α-alkylation of esters via formation of an α -radical is disclosed here. Cesium enolates of esters were generated in situ using Cs2CO3 as a base. A subsequent photocatalyzed oxidation at the α-carbon of these enolates produced an α-radical that was added into activated alkenes. This is the first example accessing the α-carbon radical of esters in photoredox catalyed transformations.

Keywords: Carbonyl compounds; Cesium enolates; Photoredox catalysis; α-Alkylation; α-Radical.