Nickel-Catalyzed Reductive Borylation of Enaminones via C(sp 2 )–N Bond Cleavage

作者：Xiaoning Li, Zunsheng Chen, Yan Liu, Nianhua Luo, Weiming Chen, Chenfu Liu, Fuchao Yu, Jiuzhong Huang · 发表于：The Journal of Organic Chemistry · 年份：2022 · DOI：10.1021/acs.joc.2c00096 · 被引用次数：23 · 研究领域：Catalytic C–H Functionalization Methods、Catalytic Cross-Coupling Reactions、Organoboron and organosilicon chemistry

The cleavage and transformation of alkenyl C(sp 2 )–N bonds is a significant synthetic challenge. Herein we described an unprecedented nickel-catalyzed reductive borylation of enaminones to synthesize β-ketone boronic esters. Notably, B 2 pin 2 played the dual role in this process, and water served as a hydrogen source, which was transferred to target products. The air-stable nickel catalyst was applied to the cleavage of alkenyl C(sp 2 )–N bonds, concomitant with the reductive process of the alkenyl boronic ester intermediates, on the basis of the mechanism study.