Switching from 2-pyridination to difluoromethylation:ligand-enabled nickel-catalyzed reductive difluoromethylation of aryl iodides with difluoromethyl 2-pyridyl sulfone  

作　　者：Wei Du Qinyu Luo Zhiqiang Wei Xiu Wang Chuanfa Ni Jinbo Hu 

机构地区：[1]Key Laboratory of Organofluorine Chemistry,Shanghai Institute of Organic Chemistry,University of Chinese Academy of Sciences,Chinese Academy of Sciences,Shanghai 200032,China

出　　处：《Science China Chemistry》2023年第10期2785-2790,共6页中国科学（化学英文版）

基　　金：supported by the National Key Research and Development Program of China(2021YFF0701700);the National Natural Science Foundation of China(22271299,22261132514);the Natural Science Foundation of Shandong Province(ZR2021LFG006);the State Key Laboratory of Fluorine-Containing Functional Membrane Materials。

摘　　要：The divergent reductive cross-coupling with an ambident electrophile is rare.Previously,we demonstrated a nickel-catalyzed reductive 2-pyridination of aryl iodides with difluoromethyl 2-pyridyl sulfone(2-Py SO_(2)CF_(2)H)via selective C(sp^(2))-S bond cleavage of the sulfone by using a phosphine ligand.In this communication,we report a novel nickel-catalyzed reductive coupling of aryl iodides and 2-Py SO_(2)CF_(2)H reagent,which constitutes a new method for aromatic difluoromethylation.The use of a tridentate terpyridine ligand is pivotal for the selective C(sp^(3))-S bond cleavage of the sulfone.This method employs readily available nickel catalyst and 2-Py SO_(2)CF_(2)H as the difluoromethylation reagent,providing a facile access to difluoromethylarenes under mild reaction conditions without pre-generation of arylmetal reagents.

关 键 词：nickel catalysis DIFLUOROMETHYLATION 2-PySO_(2)CF_(2)H reductive cross-coupling 

分 类 号：O621.251[理学—有机化学]