Iron‐Catalyzed Oxidative 1,2‐Carboacylation of Activated Alkenes with Alcohols: A Tandem Route to 3‐(2‐Oxoethyl)indolin‐2‐ones

Iron‐Catalyzed Oxidative 1,2‐Carboacylation of Activated Alkenes with Alcohols: A Tandem Route to 3‐(2‐Oxoethyl)indolin‐2‐ones
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DOI:
10.1002/ejoc.201400043
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发表时间:
2014-06
影响因子:
2.8
通讯作者:
Xuan-Hui Ouyang;Ren‐Jie Song;Jin‐Heng Li
Xuan-Hui Ouyang;Ren‐Jie Song;Jin‐Heng Li
中科院分区:
化学3区
文献类型:
--
作者:
Xuan-Hui Ouyang;Ren‐Jie Song;Jin‐Heng Li

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羟吲哚是一种重要的杂环化合物,存在于多种药剂和天然产品中。通过使用廉价且环境友好的铁催化剂和过氧化物,建立了由N-芳基丙烯酰胺和醇组装3-(2-氧代乙基)吲哚啉-2-酮的新氧化串联路线。在Fe(OAc)2和叔丁基过氧化氢存在下,芳基丙烯酰胺与醇发生氧化1,2-碳酰化反应,以中等至良好的产率得到相应的3-(2-氧代乙基)吲哚啉-2-酮。
Oxindoles are important heterocyclic compounds that are found in a wide range of pharmaceutical agents and natural products. A new oxidative tandem route to the assembly of 3-(2-oxoethyl)indolin-2-ones from N-arylacrylamides and alcohols has been established by using inexpensive and environmentally benign iron catalysts and peroxides. In the presence of Fe(OAc)2 and tert-butyl hydroperoxide, a variety of arylacrylamides underwent the oxidative 1,2-carboacylation reaction with alcohols to give the corresponding 3-(2-oxoethyl)indolin-2-ones in moderate to good yields.