Metal-Free Radical Annulation of Oxygen-Containing 1,7-Enynes: Configuration-Selective Synthesis of (E)-3-((Arylsulfonyl)methyl)-4-Substituted Arylidenechromene Derivatives

作者：Kaimin Mao, Mouwang Bian, Lei Dai, Jinghang Zhang, Qiuyu Yu, Chang Wang, Liangce Rong · 发表于：Organic Letters · 年份：2020 · DOI：10.1021/acs.orglett.0c03946 · 被引用次数：49 · 研究领域：Sulfur-Based Synthesis Techniques、Catalytic C–H Functionalization Methods、Radical Photochemical Reactions

A novel strategy for the synthesis of ( E )-3-((arylsulfonyl)methyl)-4-substituted benzylidenechromene derivatives via a metal-free radical annulation reaction of oxygen-containing 1,7-enynes with thiosulfonates has been developed. The reaction shows broad substrate scope, wide functional group tolerance, and moderate to excellent yields. Moreover, thiosulfonates were well driven to achieve the bifunctionalization reaction of oxo-1,7-enynes which derived from aliphatic alkynes. In addition, the ( E )-configuration of the products was highly controlled by the structure of 1,7-enyne.