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Gold- and Iodine-Mediated Internal Oxygen Transfer of Nitrone- and Sulfoxide-Functionalized Alkynes

  作者 CHEN DAN; SONG GUOYONG; JIA AIQUN; LI XINGWEI  
  选自 期刊  Journal of Organic Chemistry;  卷期  2011年76-20;  页码  8488-8494  
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[摘要]Intramolecular oxygen transfer of nitrone- and sulfoxide-alkynes was achieved using a catalytic amount of Au(I) and a stoichiometric amount of iodine. The Au(I)-catalyzed cyclization of a nitrone-terminal alkyne afforded a cyclic iminoester, while cyclization of analogous nitrone-internal alkynes yielded aldehyde enones. The I(2)-mediated cyclization of nitrone-alkynes afforded iodinated gamma-lactams and the I(2)-mediated internal redox of the closely related sulfoxide alkynes gave diketones functionalized with a thoiether.

 
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