Amide and Amine Nucleophiles in Polar Radical Crossover Cycloadditions: Synthesis of γ-Lactams and Pyrrolidines
Amide and Amine Nucleophiles in Polar Radical Crossover Cycloadditions: Synthesis of γ-Lactams and Pyrrolidines
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DOI：
10.1021/acs.orglett.5b00316
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发表时间：
2015-03-06
期刊：
影响因子：
5.2
通讯作者：
Nicewicz, David A.
中科院分区：
文献类型：
--
作者：
Gesmundo, Nathan J.;Grandjean, Jean-Marc M.;Nicewicz, David A.
在这项工作中，我们提出了一种直接催化合成γ-内酰胺和吡咯烷的烯烃和活化的不饱和酰胺或保护的不饱和胺，分别。使用mesityl吖啶单电子光氧化剂和苯硫酚助催化剂在辐照下，我们能够直接锻造这些重要的类的杂环化合物与完整的regioccontrol。
In this work we present a direct catalytic synthesis of gamma-lactams and pyrrolidines from alkenes and activated unsaturated amides or protected unsaturated amines, respectively. Using a mesityl acridinium single electron photooxidant and a thiophenol cocatalyst under irradiation, we are able to directly forge these important classes of heterocycles with complete regiocontrol.