Regio- and Stereoselective Reductive Coupling of Alkynes and Crotononitrile

作者：Kun Cui, Yanlin Li, Gongqiang Li, Ji‐Bao Xia · 发表于：Journal of the American Chemical Society · 年份：2022 · DOI：10.1021/jacs.2c10021 · 被引用次数：73 · 研究领域：Catalytic C–H Functionalization Methods、Radical Photochemical Reactions、Oxidative Organic Chemistry Reactions

A new regio- and stereoselective reductive coupling of alkynes and crotononitrile has been developed via visible light organophotoredox cobalt dual catalysis. A variety of enantioenriched homoallylic nitriles bearing a stereodefined trisubstituted alkene have been easily synthesized with good to excellent regio- (up to >20:1 rr), stereo- (>20:1 E / Z ), and enantioselectivity (up to 98% ee) control under mild conditions. The corresponding nitrile products were smoothly converted into various chiral building blocks. Remarkably, a simple organic base together with water have been utilized as hydrogen sources in this photoinduced reductive reaction.