Synthesis of Benzylureas and Related Amine Derivatives via Copper-Catalyzed Three-Component Carboamination of Styrenes

被引：22
|
作者：
Kennedy-Ellis, Jonathan J. [1 ]
Boldt, Erik D. [1 ]
Chemler, Sherry R. [1 ]
机构：
[1] SUNY Buffalo, Chem Dept, Buffalo, NY 14260 USA
来源：
ORGANIC LETTERS | 2020年 / 22卷 / 21期
基金：
美国国家卫生研究院;
关键词：
ALKENES; 1,2-CARBOAMINATION; AMINOARYLATION; CONVENIENT; OXIDATION; REAGENTS; PROGRESS; ACCESS; ACIDS;
D O I：
10.1021/acs.orglett.0c02988
中图分类号：
O62 [有机化学];
学科分类号：
070303 ; 081704 ;
摘要：
A direct assembly of secondary benzylureas and related amine derivatives via copper-catalyzed carboamination of styrenes with potassium alkyltrifluoroborates and ureas, anilines, or an amide is reported. Terminal and 1,2-disubstituted alkenes, as well as dienes, participate in this three-component coupling reaction. The reaction mechanism likely involves the addition of an alkyl radical to the styrene, followed by metal-mediated oxidative coupling of the resulting benzylic radical with the amine derivative. Factors that impact substrate reactivity and regioselectivity are discussed.
引用
收藏
页码：8365 / 8369
页数：5
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