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Synthesis of Sulfoxide Derivatives

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Recent Literature

Deprotonation of the weakly acidic α-protons of sulfoxides with LiOtBu and the use of a palladium phosphine complex as catalyst facilitates an α-arylation of various aryl methyl sulfoxides with aryl bromides. More challenging coupling partners, such as alkyl methyl sulfoxides (including dimethyl sulfoxide) and aryl chlorides proved to be suitable under optimized conditions.
T. Jia, A. Bellomo, K. El Baina, S. D. Dreher, P. J. Walsh, J. Am. Chem. Soc., 2013, 135, 3740-3743.

A nickel-catalyzed cross-electrophile coupling of aryl iodides with α-bromo sulfoxide provides a diverse array of aryl benzyl sulfoxides under mild conditions with excellent functional group tolerance. Optically enriched sulfoxides could be coupled with aryl iodides to generate the corresponding sulfoxides with excellent stereochemical integrity.
Q. Liu, T. Lin, Y.-e. Wang, W. Liang, L. Cao, X. Sheng, D. Xiong, J. Mao, Org. Lett., 2023, 25, 9153-9157.