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Direct Transformation of Aryl 2-Pyridyl Esters to Secondary Benzylic Alcohols by Nickel Relay Catalysis

Xianqing Wu, Xiaobin Li, Wenyi Huang, Yun Wang, Hui Xu, Liangzhen Cai, Jingping Qu*, Yifeng Chen*

*School of Chemistry and Molecular Engineering, East China University of Science & Technology, 130 Meilong Road, Shanghai, 200237, China, Email:,

X. Wu, X. Li, W. Huang, W. Wang, H. Xu, L. Cai, J. Qu, Y. Chen, Org. Lett., 2019, 21, 2453-2458.

DOI: 10.1021/acs.orglett.9b00774

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Tandem Ni-catalyzed cross-coupling reactions of aromatic 2-pyridyl esters with alkyl zinc reagents provide secondary benzylic alcohols via carbonyl group reduction by Ni-H species. The Ni-H species is generated in situ via β-hydride elimination of the Negishi reagents. The reaction is catalyzed by bench-stable nickel salts under mild conditions with wide functional group tolerance.

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ID: J54-Y2019