Nickel-Catalyzed Reductive Borylation of Enaminones via C(sp²)-N Bond Cleavage

Xiaoning Li, Zunsheng Chen, Yan Liu, Nianhua Luo, Weiming Chen, Chenfu Liu, Fuchao Yu* and Jiuzhong Huang*

*Kunming University of Science and Technology, Kunming 650500; Gannan Medical University, Ganzhou 341000, PR China, Email: yufckust.edu.cn, huangjzgmu.edu.cn

X. Li, Z. Chen, Y. Liu, N. Luo, W. Chen, C. Liu, F. Yu, J. Huang, J. Org. Chem., 2022, 87, 10349-10358.

DOI: 10.1021/acs.joc.2c00096

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Abstract

An unprecedented nickel-catalyzed reductive borylation of enaminones provides β-ketone boronic esters via a challenging transformation of an alkenyl C(sp²)-N bond. While B₂pin₂ plays a dual role in this process, water serves as the hydrogen source.

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proposed mechanism

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Key Words

alkylboronates, bis(pinacolato)diboron

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ID: J42-Y2022