α-氨甲酰基自由基的高效、区域选择性 9-endo 环化反应。
Efficient and regioselective 9-endo cyclization of α-carbamoyl radicals.
机构信息
Key Laboratory of Synthetic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, 345 Lingling Road, Shanghai 200032, P. R. China.
出版信息
Org Lett. 2011 Jul 1;13(13):3434-7. doi: 10.1021/ol201180g. Epub 2011 Jun 7.
With the promotion of Lewis acid BF(3)•OEt(2), various N-(hex-5-enyl)-2-iodoalkanamides underwent efficient and regioselective 9-endo iodine-atom-transfer radical cyclization reactions at room temperature. The cyclized products were readily converted to the corresponding azonan-2-ones by reduction with Bu(3)SnH or to hexahydroindolizin-3(5H)-ones by treatment with aqueous Na(2)CO(3) in a one-pot, two-stage manner.
在路易斯酸 BF(3)•OEt(2)的促进下，各种 N-(己-5-烯基)-2-碘代烷酰胺在室温下经历了高效和区域选择性的 9-endo 碘原子转移自由基环化反应。通过用 Bu(3)SnH 还原，环化产物可以很容易地转化为相应的氮杂壬-2-酮，或者通过在一锅两步法中用碳酸钠水溶液处理，转化为六氢吲哚嗪-3(5H)-酮。
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