Copper Catalyst-Promoted Regioselective Multicomponent Cascade Cyclization of 3-Aza-1,5-enynes with Sulfur Dioxide and Cycloketone Oxime Esters to Access Cyanoalkylsulfonylated 1,2-Dihydropyridines
作者:Ran Ding, Bing Zhang, Le Yang, Tao Ma, Dong Gang, Yueyuan Mao, Hui Gao · 发表于:The Journal of Organic Chemistry · 年份:2024 · DOI:10.1021/acs.joc.3c02117 · 被引用次数:13 · 研究领域:Sulfur-Based Synthesis Techniques、Catalytic C–H Functionalization Methods、Chemical Synthesis and Reactions
Radical cascade cyclization via the cracking of alkenyl C-H has emerged as an attractive and remarkable tool for the rapid construction of ring frameworks with endocyclic double bonds. We developed a cascade reaction of 3-aza-1,5-enynes with sulfur dioxide and cycloketone oxime esters to access cyanoalkylsulfonylated 1,2-dihydropyridines, which can be easily converted to pyridine derivatives. This protocol involves radical addition to the C≡C bond and 6-endo cyclization and features high regioselectivity and a broad substrate scope.