Nickel-Catalyzed Reductive 2-Pyridination of Aryl Iodides with Difluoromethyl 2-Pyridyl Sulfone

Wenjun Miao, Chuanfa Ni, Pan Xiao, Rulong Jia, Wei Zhang and Jinbo Hu*

*Shanghai Institute of Organic Chemistry, University of Chinese Academy of Sciences, Chinese Academy of Sciences, 345 Ling-Ling Road, Shanghai 200032, China, Email: jinbohusioc.ac.cn

W. Miao, C. Ni, P. Xiao, R. Jia, W. Zhang, J. Hu, Org. Lett., 2021, 23, 711-715.

DOI: 10.1021/acs.orglett.0c03939

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Abstract

A nickel-catalyzed reductive cross-coupling between aryl iodides and difluoromethyl 2-pyridyl sulfone provides facile access to biaryls under mild reaction conditions without pregeneration of arylmetal reagents. The new reactivity of the 2-PySO₂CF₂H reagent enables C(sp²)-C(sp²) bond formation through selective C(sp²)-S bond cleavage.

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Cross-Coupling with Different Fluoroalkyl 2-Pyridyl Sulfones

proposed mechanism

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Key Words

pyridines, zinc

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ID: J54-Y2021