Nickel-Catalyzed Reductive Coupling of γ-Metallated Ketones with Unactivated Alkyl Bromides

Ning Cui, Tingzhi Lin, Yan-En Wang, Jian Wu, Yuheng Han, Xinyang Xu, Fei Xue, Dan Xiong, Patrick J. Walsh*, and Jianyou Mao*

aTechnical Institute of Fluorochemistry (TIF), Institute of Advanced Synthesis, School of Chemistry and Molecular Engineering, Nanjing Tech University, 30 South Puzhu

Road, Nanjing 211816, P.R. China

Abstract: A nickel-catalyzed reductive cross-coupling reaction of aryl cyclopropyl ketones with easily accessible unactivated alkyl bromides to access aryl alkyl ketones has been developed. This strategy facilitates access to various of γ-alkyl-substituted ketones via ring opening of cyclopropyl ketones (26 examples, 50–90% yield). Initial mechanistic studies revealed that the reaction proceeds via radical cleavage of the alkyl bromide.

Organic Letters/2022, 24, 3987-3992 (2022年影响因子6.072)

论文链接：https://pubs.acs.org/doi/full/10.1021/acs.orglett.2c01390