Glyoxylic Acid Monohydrate-Promoted Formation of the C-SO2 Bond Starting from Maleimides/Quinones and Sodium Sulfinates

J Org Chem. 2023 Nov 17;88(22):15925-15936. doi: 10.1021/acs.joc.3c02113. Epub 2023 Nov 8.

Abstract

By using glyoxylic acid monohydrate as a promoter, a wide range of substances containing a C-SO2 bond could be obtained from N-substituted maleimides or quinones and sodium sulfinates. The protocol features mild reaction conditions, short reaction time, and good atomic economics, which provides an alternative protocol for the α-sulfonylation of α,β-unsaturated ketones.