通过铜催化的苯乙烯三组分碳氨化反应合成苯甲酰脲及相关胺衍生物。
Synthesis of Benzylureas and Related Amine Derivatives via Copper-Catalyzed Three-Component Carboamination of Styrenes.
机构信息
Chemistry Department, State University of New York at Buffalo, Buffalo, New York 14260, United States.
出版信息
Org Lett. 2020 Nov 6;22(21):8365-8369. doi: 10.1021/acs.orglett.0c02988. Epub 2020 Oct 19.
Abstract
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.
摘要
本文报道了通过铜催化的苯乙烯与钾烷基三氟硼酸盐、脲、苯胺或酰胺的碳氨化反应，直接合成仲苄基脲和相关胺衍生物。末端和 1,2-二取代烯烃以及二烯都参与了这个三组分偶联反应。反应机理可能涉及自由基加成到苯乙烯上，然后由金属介导的苄基自由基与胺衍生物的氧化偶联。讨论了影响底物反应性和区域选择性的因素。
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Synthesis of Benzylureas and Related Amine Derivatives via Copper-Catalyzed Three-Component Carboamination of Styrenes.通过铜催化的苯乙烯三组分碳氨化反应合成苯甲酰脲及相关胺衍生物。
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