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Copper-catalyzed sp3-carbon radical/carbamoyl radical cross coupling: A direct strategy for carbamoylation of 1,3-dicarbonyl compounds
Tetrahedron ( IF 2.1 ) Pub Date : 2020-06-19 , DOI: 10.1016/j.tet.2020.131342
Xu-Ping Yan , Cheng-Kun Li , Shao-Fang Zhou , Adedamola Shoberu , Jian-Ping Zou

A novel copper-catalyzed sp3-carbon radical/carbamoyl radical cross-coupling protocol for the construction of C(sp3)-C(O) bond is described. This provides a straightforward method for synthesis of 2-carbamoyl-1,3-dicarbonyl compounds in good to excellent yields under mild conditions. Mechanistic studies confirms the generation of both carbamoyl and C(sp3)-centered radicals directly from oxidation of C(sp3)-H bond of formamides and 1,3-dicarbonyl compounds, respectively.



中文翻译:

铜催化的sp 3-碳自由基/氨基甲酰基自由基交叉偶联:1,3-二羰基化合物的氨基甲酰基化的直接策略

描述了一种新型的铜催化的sp 3-碳自由基/氨基甲酰基自由基交叉偶联方案,用于构建C(sp 3)-C(O)键。这提供了一种在温和条件下以高至优异的产率合成2-氨基甲酰基-1,3-二羰基化合物的简单方法。机理研究证实,分别由甲酰胺和1,3-二羰基化合物的C(sp 3)-H键氧化直接生成氨基甲酰基和以C(sp 3)为中心的自由基。

更新日期:2020-07-05
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