Iodo-Carbocyclization of Electron-Deficient Alkenes: Synthesis of Oxindoles and Spirooxindoles
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- 作者：Hai-Long Wei ; Tiffany Piou ; Jeremy Dufour ; Luc Neuville ; Jieping Zhu
- 刊名：Organic Letters
- 出版年：2011
- 出版时间：May 6, 2011
- 年：2011
- 卷：13
- 期：9
- 页码：2244-2247
- 全文大小：787K
- 年卷期：v.13,no.9(May 6, 2011)
- ISSN：1523-7052
文摘
Cyclisative carbo-iodination of N-alkyl-N-arylacrylamide derivatives (3) in the presence of PhI(OAc)2/I2 afforded functionalized 3-(iodomethyl)-3-substituted-indolin-2-ones (4) in good to excellent yields. With a suitably functionalized linear amide, spirooxindole 8 was prepared in a one-pot fashion via a sequence of iodo-arylation followed by an in situ base-promoted intramolecular SN2 reaction.