Copper-Catalyzed Synthesis of Masked (Hetero)Aryl Sulfinates

Org Lett. 2024 Apr 12;26(14):2817-2820. doi: 10.1021/acs.orglett.3c03621. Epub 2024 Jan 8.

Abstract

Catalysis using substoichiometric copper facilitates the synthesis of masked (hetero)aryl sulfinates under mild, base-free conditions from aryl iodides and the commercial sulfonylation reagent sodium 1-methyl 3-sulfinopropanoate (SMOPS). The development of a tert-butyl ester variant of the SMOPS reagent allowed the use of aryl bromide substrates. The sulfones thus generated can be unmasked and functionalized in situ to form a variety of sulfonyl-containing functional groups.