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首页> 外文期刊>Chemistry: A European journal >N-tosyloxycarbamates as reagents in rhodium-catalyzed C-H Amination reactions
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N-tosyloxycarbamates as reagents in rhodium-catalyzed C-H Amination reactions

机译：N-甲苯磺酰氨基甲酸酯在铑催化的C-H胺化反应中作为试剂

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摘要

Metal nitrenes for use in C-H insertion reactions were obtained from N-tosyloxycarbamates in the presence of an inorganic base and a rhodium(11) dimer complex catalyst. The C-H amination reaction proceeds smoothly, and the potassium tosylate that forms as a byproduct is easily removed by filtration or an aqueous workup. This new methodology allows the amination of ethereal, benzylic, tertiary, secondary, and even primary C-H bonds. The intramolecular reaction provides an interesting route to various substituted oxazolidinones, whereas the intermolecular reaction gives trichloroetboxycarbonyl-protected amines that can be isolated with moderate to excellent yields and that cleave easily to produce the corresponding free amine. The development, scope, and limitations of the reactions are discussed herein. Isotopic effects and the electronic nature of the transition state are used to discuss the mechanism of the reaction.
机译：在无机碱和铑（11）二聚配合物催化剂的存在下，由N-甲苯磺酰氨基甲酸酯获得用于C-H插入反应的金属腈。 C-H胺化反应顺利进行，并且通过过滤或水后处理可轻松除去作为副产物形成的甲苯磺酸钾。这种新方法允许氨基，苄基，叔，仲，甚至伯C-H键的胺化。分子内反应为各种取代的恶唑烷酮提供了一条有趣的途径，而分子间反应产生了三氯代羧羰基保护的胺，可以以中等至极好的收率进行分离，并易于裂解生成相应的游离胺。本文讨论了反应的发展，范围和限制。同位素效应和过渡态的电子性质用于讨论反应机理。

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