3 years ago

Synthesis of Aromatic Sulfones from SO2 and Organosilanes Under Metal-free Conditions

Synthesis of Aromatic Sulfones from SO2 and Organosilanes Under Metal-free Conditions
Niklas von Wolff, Joëlle Char, Thibault Cantat, Xavier Frogneux
The conversion of SO2 into arylsulfones under metal-free conditions was achieved for the first time by reacting SO2 with (hetero)arylsilanes and alkylhalides in the presence of a fluoride source. The mechanism of this transformation was elucidated based on DFT calculations, which highlight the influence of SO2 in promoting C−Si bond cleavage. SOO good: The conversion of SO2 into (hetero)arylsulfones under metal-free conditions was achieved by reacting SO2 with (hetero)arylsilanes and alkylhalides in the presence of a fluoride source. The mechanism of this transformation was elucidated based on DFT calculations, which highlight the influence of SO2 in promoting C−Si bond cleavage.

Publisher URL: http://onlinelibrary.wiley.com/resolve/doi

DOI: 10.1002/anie.201702311

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