许鹏飞课题组网站LOGO

242. Chem. Commun., 2022,58, 1171-1174

date:2022-03-20

Photoredox/Nickel Dual Catalyzed Stereospecific Synthesis Of Distal Alkenyl Ketones

Tian-Tian Zhao, Wan-Lei Yu, Zhi-Tao Feng, Hao-Ni Qin, Hai-xue Zheng*  and  Peng-Fei Xu*


https://doi.org/10.1039/D1CC06566A









Abstract

The selective C–C bond deconstruction/refunctionalization via a photoredox/nickel dual-catalyzed hydroalkylation of alkynes is developed under mild reaction conditions. In this protocol, a broad range of alkyl- and aryl-alkynes could react smoothly with cycloalkanols, affording the corresponding distal and site-specific vinyl-substituted ketones with high yields and excellent regioselectivities. Moreover, DFT calculations verified that the electron-rich behavior of aromatics and weak Brønsted bases have a common effect on the photocatalytic oxidant ring-opening of cyclobutanols.