Nickel‐Catalyzed N‐Arylation of NH‐Sulfoximines with Aryl Halides via Paired Electrolysis. Issue 17 (17th March 2021)

• Record Type: Journal Article
• Authors: Liu, Dong; Liu, Zhao‐Ran; Ma, Cong; Jiao, Ke‐Jin; Sun, Bing; Wei, Lei; Lefranc, Julien; Herbert, Simon; Mei, Tian‐Sheng
• Is Part Of: Angewandte Chemie international edition. Volume 60:Issue 17(2021)
• Page Start: 9444
• Page End: 9449
• Publication Date: 2021-03-17
• Subjects: arylation -- Ni catalysis -- organic electrochemistry -- paired electrolysis -- sulfoximines; Chemistry -- Periodicals; 540
• DOI: 10.1002/anie.202016310
• Languages: English
• ISSNs: 1433-7851

Abstract

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. 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 synthesis of sulfoximine derivatives. Paired electrolysis is employed in this protocol, so a sacrificial anode is not required.