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Nickel‐Catalyzed N ‐Arylation of NH ‐Sulfoximines with Aryl Halides via Paired Electrolysis
Author(s) -
Liu Dong,
Liu ZhaoRan,
Ma Cong,
Jiao KeJin,
Sun Bing,
Wei Lei,
Lefranc Julien,
Herbert Simon,
Mei TianSheng
Publication year - 2021
Publication title -
angewandte chemie international edition
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 5.831
H-Index - 550
eISSN - 1521-3773
pISSN - 1433-7851
DOI - 10.1002/anie.202016310
Subject(s) - halide , nickel , electrolysis , catalysis , aryl , anode , electrochemistry , combinatorial chemistry , chemistry , yield (engineering) , inorganic chemistry , materials science , organic chemistry , metallurgy , electrode , electrolyte , alkyl
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 II species is crucial to promote the reductive elimination of a C−N bond from the resulting Ni III species at room temperature.