Photoreductive 1,4-Dicarbofunctionalization of 1,3-Enynes with Organoiodides and Cyanoarenes via Halogen-Atom Transfer

作者：Liangfeng Yang, Liang Zeng, Yilin Liu, Ming Hu, Jin‐Heng Li · 发表于：Organic Letters · 年份：2024 · DOI：10.1021/acs.orglett.4c02774 · 被引用次数：12 · 研究领域：Radical Photochemical Reactions、Catalytic C–H Functionalization Methods、Sulfur-Based Synthesis Techniques

A photoreductive halogen-atom transfer (XAT) strategy for 1,4-dicarbofunctionalization of 1,3-enynes with organoiodides and cyanoarenes is disclosed, enabling access to functionalized allenes in a highly regio-, chemo-, and stereoselective manner. Upon the photoredox catalysis and the activation of Et 3 N XAT agents, the mild conditions and high functional group tolerance of this protocol enable the formation of two C–C bonds, including a C(sp 3 )–C(sp 3 ) bond and a C(sp 2 )–C(sp 2 ) bond, in a single reaction step, and provides a general avenue to polysubstituted allenes and late-stage modification of bioactive compounds.