Photoinduced Copper-Catalyzed Site-Selective C(sp 2 )–C(sp) Cross-Coupling via Aryl Sulfonium Salts

作者：Lei Liang, Hong‐Ying Niu, Renlong Li, Yao-Fei Wang, Jin-Kai Yan, Chang-Gong Li, Hai‐Ming Guo · 发表于：Organic Letters · 年份：2020 · DOI：10.1021/acs.orglett.0c02364 · 被引用次数：62 · 研究领域：Sulfur-Based Synthesis Techniques、Catalytic C–H Functionalization Methods、Catalytic Cross-Coupling Reactions

The classical Sonogashira reaction of aryl electrophiles in the presence of Pd catalysts has been well established as a potent method for arylalkyne synthesis. However, the site-selective C(sp 2 )–C(sp) cross-coupling strategy using a non-noble-metal catalyst is rare. An efficient alternative approach for the synthesis of arylalkynes via a Cu-catalyzed Sonogashira-type reaction promoted by visible light is described. This method enables site-selective alkynylation from aryl sulfonium salts derived from diverse arenes to a set of arylalkynes with high selectivity and high functional-group compatibility. Moreover, rapid alkynylation of drug molecules is demonstrated.