Construction of multi-functionalized carbon chains by Ni-catalyzed carbosulfonylation of butadiene

Multi-functionalized carbon chains are prevalent motifs existing in various natural products and drugs. How to construct multi-functionalized carbon chains represents a meaningful task. Herein, we developed a photo-induced stereoselective 1,4-carbosulfonylation of butadiene to construct multi-functionalized carbon chains under nickel catalysis. A wide variety of aryl iodides and sodium sulfinates could be facilely coupled with butadiene to generate difunctionalized olefin intermediates. Taking advantage of the internal CC bond, various functional groups have been efficiently incorporated to construct multi-functionalized aliphatic compounds. A scale-up reaction, an iterative reaction and late-stage modifications have been performed to further demonstrate the synthetic utility of this protocol.