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

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• 作者：Dan Chen ; Guoyong Song ; Aiqun Jia ; Xingwei Li
• 刊名：Journal of Organic Chemistry
• 出版年：2011
• 出版时间：October 21, 2011
• 年：2011
• 卷：76
• 期：20
• 页码：8488-8494
• 全文大小：903K
• 年卷期：v.76,no.20(October 21, 2011)
• ISSN：1520-6904

文摘

Intramolecular oxygen transfer of nitrone鈥?and sulfoxide鈥揳lkynes was achieved using a catalytic amount of Au(I) and a stoichiometric amount of iodine. The Au(I)-catalyzed cyclization of a nitrone鈥搕erminal alkyne afforded a cyclic iminoester, while cyclization of analogous nitrone鈥搃nternal alkynes yielded aldehyde鈥揺nones. The I₂-mediated cyclization of nitrone鈥揳lkynes afforded iodinated 纬-lactams and the I₂-mediated internal redox of the closely related sulfoxide鈥揳lkynes gave diketones functionalized with a thoiether.