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Stereo- and Regioselective cis -Hydrophosphorylation of 1,3-Enynes Enabled by the Visible-Light Irradiation of NiCl 2 (PPh 3 ) 2

作者:Hong Hou, Bing Zhou, Jiawei Wang, Dengyang Zhao, Duhao Sun, Xiao Yun Chen, Ying Han, Chao‐Guo Yan, Yaocheng Shi, Shaoqun Zhu · 发表于:Organic Letters · 年份:2021 · DOI:10.1021/acs.orglett.1c00626 · 被引用次数:54 · 研究领域:Radical Photochemical Reactions、Sulfur-Based Synthesis Techniques、Catalytic C–H Functionalization Methods

Described herein is a stereo- and regioselective cis -hydrophosphorylation reaction of the internal alkyne of 1,3-enynes that accesses various 1,3-dienes in good isolated yields. The visible-light irradiation of NiCl 2 (PPh 3 ) 2 allows the generation of highly reactive nickel(II)-phosphorus species that subsequently migrate into the internal alkyne of the 1,3-enynes and protonate the resulting vinyl nickel species, leading to various phosphinoyl 1,3-butadienes under mild reaction conditions.