铜催化的烯烃三组分碳氨化反应。
Cu-Catalyzed Three-Component Carboamination of Alkenes.
机构信息
Department of Chemistry, University of Illinois at Urbana-Champaign , 600 South Mathews Avenue, Urbana, Illinois 61801, United States.
出版信息
J Am Chem Soc. 2018 Jan 10;140(1):58-61. doi: 10.1021/jacs.7b10529. Epub 2017 Dec 28.
Abstract
Copper-catalyzed intermolecular carboamination of alkenes with α-halocarbonyls and amines is presented with 42 examples. Electron rich, electron poor, and internal styrenes, as well as α-olefins, are functionalized with α-halocarbonyls and aryl or aliphatic amines. Mechanistic investigations suggest the reaction is proceeding through addition of a carbon-centered radical across an olefin followed by oxidation to form a 5-membered oxocarbenium intermediate and subsequent nucleophilic ring opening to forge the C-N bond.
摘要
本文报道了铜催化的烯烃与α-卤代羰基化合物和胺的分子间碳氨化反应，共进行了 42 个实例。富电子、缺电子和内烯基以及α-烯烃都可以与α-卤代羰基化合物和芳基或脂肪族胺进行官能化。机理研究表明，该反应是通过自由基加成到烯烃上，然后氧化形成 5 元氧杂环丁烷中间体，随后亲核开环形成 C-N 键。
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