A practical synthesis of α-bromo/iodo/chloroketones from olefins under visible-light irradiation conditions

A practical synthesis of alpha-bromo/iodo/chloroketones from olefins under visible-light irradiation conditions has been developed. In the presence of Phl(OAc)(2) as promoter and under ambient conditions, the reactions of styrenes and triiodomethane undergo the transformation smoothly to deliver the corresponding alpha-iodoketones without additional photocatalyst in good yields under sunlight irradiation. Meanwhile, the reactions of styrenes with tribromomethane and trichloromethane generate the desired alpha-bromoketones and alpha-chloroketones in high yields by using Ru(bpy)(3)Cl-2 as a photocatalyst under blue LED (450-455 nm) irradiation. (C) 2020 Chinese Chemical Society and Institute of Materia Medica, Chinese Academy of Medical Sciences. Published by Elsevier B.V. All rights reserved.

Automated summary

A practical synthesis method of alpha-bromo/iodo/chloroketones from olefins under visible-light irradiation conditions has been developed, achieving high yields without additional photocatalysts under sunlight irradiation.