Catalysis

Sulfur dioxide

Silylation

Functional group

Enol

Alkyl

Methanol

Polymer

Organic chemistry

Photoredox catalysis

DABCO

Sulfonyl

Sulfur

Chemistry

Photocatalysis

Organic Letters

A photoredox-catalyzed sulfonylation of silyl enol ethers with DABCO·(SO2)2 and thianthrenium salts is achieved, providing diverse β-keto sulfones in moderate to good yields. This protocol features easily accessible starting materials and good functional group compatibility, enabling the introduction of various functionalized sulfonyl groups into ketones. Furthermore, as one of the important industrial raw materials, methanol can be employed as the methyl source to prepare α-methylsulfonated ketones through a methyl thianthrenium intermediate for the first time.

Photoredox-Catalyzed α-Sulfonylation of Ketones from Sulfur Dioxide and Thianthrenium Salts