Photoinduced Single Electron Transfer via EDA Complexation Enables Decarbonylative C(sp2)-S Bond Formation

Org Lett. 2024 Nov 18. doi: 10.1021/acs.orglett.4c03910. Online ahead of print.

Abstract

We have developed a photoinduced transition-metal-free decarbonylative strategy at ambient temperature through non-covalent interactions to achieve vinyl sulfones. Traditionally, decarbonylative functionalization is accomplished using transition metal catalysts at elevated temperatures. The π-π interaction facilitates the elimination of CO to generate vinyl radical, thereby promoting the creation of C-S bonds with the sulfonyl radical. These interactions and the overall process were illuminated by spectroscopic investigations and mechanistic studies.