摘要/Abstract

报道了一种在无过渡金属条件下可见光催化炔烃与环酮肟衍生物的串联氰基烷基磺酰化/环化反应, 通过SO₂的插入合成2-氰基烷基磺酰基-9H-吡咯并[1,2-a]吲哚. 该碳碳叁键的双官能团化包括自由基机理, 依次经历了亚胺自由基的形成、环酮的开环、SO₂的插入、磺酰基对碳碳叁键的加成、分子内环化和异构化.
关键词: 可见光催化, SO₂插入, 环酮肟酯, N-炔丙基吲哚
A transition-metal-free visible-light-mediated tandem cyanoalkylsulfonylation/cyclization of alkynes with cycloketone oxime derivatives for the construction of 2-cyanoalkylsulfonyl-9H-pyrrolo[1,2-a]indoles through the insertion of SO₂ is reported. The difunctionalization of carbon-carbon triple bonds includes a radical mechanism and undergoes the formation of iminyl radical, ring-opening of cycloketone, insertion of SO₂, addition of sulfonyl radical to carbon-carbon triple bonds, intramolecular cyclization and isomerization.
Key words: visible-light-catalysis, the insertion of SO₂, cycloketone oxime esters, N-propargylindoles


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