Divergent, Regio- and Stereoselective Route for Aryl Sulfones from Morita–Baylis–Hillman Acetates

Abstract

A divergent route for regio- and stereoselective synthesis of aryl sulfones was reported from the reaction of Morita–Baylis–Hillman acetates with sodium sulfinate in the presence of DABCO as a hindered nucleophilic base. This is the first report that describes the formation of both α-substituted and γ-substituted (SN2′-substituted) products selectively under controlled reaction. This route furnished the expected aryl sulfone in good to excellent yields in a very short reaction time with high regio- and stereoselectivity.

Keywords

Baylis–Hillman acetates - DABCO - Arylsulfinate - Allyl sulfones - Stereoselective synthesis - α-substitution and SN2′ substitution

Publikationsverlauf

Eingereicht: 18. März 2025

Angenommen nach Revision: 03. Juni 2025

Artikel online veröffentlicht:
29. Juli 2025

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