American Chemical Society
ol9b04474_si_001.pdf (624.99 kB)
Download file

Intermolecular Reductive Heck Reaction of Unactivated Aliphatic Alkenes with Organohalides

Download (624.99 kB)
journal contribution
posted on 2020-01-08, 16:42 authored by Kewang Zheng, Guanlin Xiao, Tao Guo, Yalan Ding, Chengdong Wang, Teck-Peng Loh, Xiaojin Wu
A general intermolecular reductive Heck reaction of organohalides with both terminal and internal unactivated aliphatic alkenes has been first realized in high yield with complete anti-Markovnikov selectivity. The challenging vinyl bromides, aryl chlorides, and polysubstituted internal alkenes were first applied. More than 100 remote carbofunctionalized alkyl carboxylic acid derivatives were rapidly synthesized from easily accessible starting materials. The synthesis of drug molecules has further demonstrated the wide synthetic utility of this scalable strategy. Preliminary mechanistic studies are consistent with the proposed catalytic cycle.