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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

Ran Ding, Bing Zhang,Le Yang, Tao Ma, Dong Gang,Yue-Yuan Mao,Hui Gao

JOURNAL OF ORGANIC CHEMISTRY(2024)

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摘要
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 equivalent to C bond and 6-endo cyclization and features high regioselectivity and a broad substrate scope.
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