Nickel-Catalyzed C-S Reductive Cross-Coupling of Alkyl Halides with Arylthiosilanes toward Alkyl Aryl Thioethers

作者：Yang, Yu-Zhong; Li, Yang; Lv, Gui-Fen^*; He, De-Liang^*; Li, Jin-Heng^*

来源：Organic Letters, 2022, 24(28): 5115-5119.

DOI：10.1021/acs.orglett.2c01954

• BOND FORMATION
• THIOLS
• ARYLATION
• DISULFIDES
• CHLORIDES
• EFFICIENT
• SULFIDES
• FACILE
• DESIGN
• SYSTEM

A nickel-catalyzed C-S reductive cross-coupling of alkyl halides with arylthiosilanes for producing alkyl aryl thioethers is developed. This reaction is initiated by umpolung transformations of arylthiosilanes followed by C-S reductive cross coupling with alkyl halides to manage an electrophilic alkyl group onto the electrophilic sulfur atom and then construct a C(sp(3))-S bond, and features exquisite chemoselectivity, excellent tolerance of diverse functional groups, and wide applications for late-stage modification of biologically relevant molecules.

• 单位
  云南大学; 南昌航空大学; 兰州大学