Copper-catalyzed regio- and chemoselective selenosulfonylation of 1,6-enynes from sulfur dioxide
ORGANIC CHEMISTRY FRONTIERS(2021)
摘要
An efficient copper-catalyzed regio- and chemoselective multicomponent reaction of 1,6-enynes, diselenides, DABCO center dot(SO2)(2) and cycloketone oxime esters is described. Under mild conditions, this protocol exhibits a broad substrate scope and high functional group compatibility, enabling rapid access to cyanoalkylsulfonylated pyrrolidines in moderate to good yields. This radical-triggered cyclization reaction allows the formation of four new bonds including the C-SO2, C-C and C-Se bonds in a single step. A plausible mechanism is proposed on the basis of control experiments, and a cyanoalkylsulfonyl radical species is involved during the reaction process.
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关键词
chemoselective selenosulfonylation,sulfur dioxide,copper-catalyzed
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