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State Key Laboratory of Organometallic Chemistry, Center for Excellence in Molecular Synthesis, Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Lingling Road, Shanghai, 200032, China.
Published: April 2021
AI Article Synopsis
A new technique has been created for N-arylation of NH-sulfoximines by combining nickel catalysis with electrochemistry, allowing efficient production of sulfoximine derivatives.
This method uses paired electrolysis, eliminating the need for a sacrificial anode, and operates under mild conditions, resulting in high yields and good tolerance for different functional groups.
An initial analysis suggests that oxidizing the nickel species at the anode is essential to facilitate the breaking of the C-N bond in the reaction, which occurs at room temperature.
Article Abstract
A novel strategy for the N-arylation of NH-sulfoximines has been developed by merging nickel catalysis and electrochemistry (in an undivided cell), thereby providing a practical method for the construction of sulfoximine derivatives. Paired electrolysis is employed in this protocol, so a sacrificial anode is not required. Owing to the mild reaction conditions, excellent functional group tolerance and yield are achieved. A preliminary mechanistic study indicates that the anodic oxidation of a Ni species is crucial to promote the reductive elimination of a C-N bond from the resulting Ni species at room temperature.
