SO2 conversion to sulfones: development and mechanistic insights of a sulfonylative Hiyama cross-coupling. Issue 86 (10th October 2019)

• Record Type: Journal Article
• Authors: Adenot, Aurélien; Char, Joëlle; von Wolff, Niklas; Lefèvre, Guillaume; Anthore-Dalion, Lucile; Cantat, Thibault
• Is Part Of: Chemical communications. Volume 55:Issue 86(2019)
• Page Start: 12924
• Page End: 12927
• Publication Date: 2019-10-10
• Subjects: Chemistry -- Periodicals; 540
• DOI: 10.1039/c9cc06858a
• Languages: English
• ISSNs: 1359-7345

Abstract

Abstract : A Pd-catalyzed Hiyama cross-coupling reaction using SO2 is described. Abstract : A Pd-catalyzed Hiyama cross-coupling reaction using SO2 is described. The use of silicon-based nucleophiles leads to the formation of allyl sulfones under mild conditions with a broad functional group tolerance. Control experiments coupled with DFT calculations shed light on the key steps of the reaction mechanism, revealing the crucial role of a transient sulfinate anion.