A copper(I)‐catalyzed sulfonylative Hiyama cross‐coupling

Aurélien Adenot (1) , Lucile Anthore-Dalion (1) , Emmanuel Nicolas (1) , Jean-Claude Berthet (1) , Pierre Thuéry (1) , Thibault Cantat (1) , Jean‐claude Berthet (1)

1 LCMCE - Laboratoire de Chimie Moléculaire et de Catalyse pour l'Energie (ex LCCEF)

An air-tolerant Cu-catalyzed sulfonylative Hiyama cross-coupling reaction enabling the formation of diaryl sulfones is described. Starting from aryl silanes, DABSO and aryliodides, the reaction tolerates a large variety of polar functional groups (amines, ketones, esters, aldehydes). Control experiments coupled with DFT calculations shed light on the mechanism, characterized by the formation of a Cu(I)-sulfinate intermediate via fast insertion of a SO$_2$ molecule.

Domaines: Catalyse

Aurélien Adenot, Lucile Anthore-Dalion, Emmanuel Nicolas, Jean-Claude Berthet, Pierre Thuéry, et al.. A copper(I)‐catalyzed sulfonylative Hiyama cross‐coupling. Chemistry - A European Journal, 2021, 27 (72), pp.18047-18053. ⟨10.1002/chem.202103371⟩. ⟨cea-03547768⟩