Three-Component Radical Iodonitrosylative Cyclization of 1,6-Enynes under Metal-Free Conditions

作者：Shaoqun Zhu, Qi Cheng, Hai‐Bo Yang, Xiaoyun Chen, Ying Han, Chao‐Guo Yan, Yaocheng Shi, Hong Hou · 发表于：Organic Letters · 年份：2021 · DOI：10.1021/acs.orglett.1c01576 · 被引用次数：50 · 研究领域：Oxidative Organic Chemistry Reactions、Catalytic C–H Functionalization Methods、Vanadium and Halogenation Chemistry

A three-component, metal-free radical cascade iodonitrosylative cyclization reaction was described. The nitroso radical was generated from tert -butyl nitrite and triggered the radical addition/cyclization/iodination/oxidation sequences. A variety of 1,6-enynes were tested and proved to be compatible, delivering various highly functionalized hetero- and all-carbon cycles and nitro and vinyl C–I bonds containing pyrrolidines, tetrahydrofuran, and cyclopentane in moderate to excellent isolated yields.