Tandem radical addition reactions to substituted indoles under atom-transfer and oxidative conditions

Jeffrey H. Byers, Jonathan A. Kosterlitz, Peter L. Steinberg
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引用次数: 1

Abstract

The dimethyl methylmalonyl radical was generated upon photolysis of dimethyl bromomethylmalonate or treatment of dimethyl methylmalonate with Mn(OAc)3·2 H2O. This radical was added to an exocyclic olefin appended to 1-acyl or 3-acyl indoles, with subsequent cyclization to generate 1,2- or 2,3- fused indole derivatives, respectively.

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原子转移和氧化条件下取代吲哚的串联自由基加成反应
二甲基丙二酸二甲基溴酸二甲酯光解或用Mn(OAc)3·2 H2O处理二甲基丙二酸二甲酯均可生成二甲基丙二酸二甲酯自由基。该自由基被加到附加于1-酰基或3-酰基吲哚的外环烯烃上,随后的环化分别生成1,2-或2,3-融合的吲哚衍生物。
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