SO$_2$ conversion to sulfones: development and mechanistic insights of a sulfonylative Hiyama cross-coupling - Archive ouverte HAL Access content directly
Journal Articles Chemical Communications Year : 2019

SO$_2$ conversion to sulfones: development and mechanistic insights of a sulfonylative Hiyama cross-coupling

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Abstract

A sulfonylative Hiyama cross-coupling reaction using gaseous SO$_2$ is described, using Pd-catalysts. 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.
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cea-02311034 , version 1 (10-10-2019)

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Aurélien Adenot, Joëlle Char, Niklas von Wolff, Guillaume Lefevre, Lucile Anthore-Dalion, et al.. SO$_2$ conversion to sulfones: development and mechanistic insights of a sulfonylative Hiyama cross-coupling. Chemical Communications, 2019, 55, pp.12924-12927. ⟨10.1039/C9CC06858A⟩. ⟨cea-02311034⟩
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