Oxidative 1,2-carboamination of alkenes with alkyl nitriles and amines toward γ-amino alkyl nitriles.
Oxidative 1,2-carboamination of alkenes with alkyl nitriles and amines toward γ-amino alkyl nitriles.
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烯烃与烷基腈和胺的氧化 1,2-碳胺化反应生成 γ-氨基烷基腈
DOI：
10.1038/ncomms14720
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发表时间：
2017-04-10
影响因子：
16.6
通讯作者：
Li JH
中科院分区：
文献类型：
--
作者：
Liu YY;Yang XH;Song RJ;Luo S;Li JH
烯烃的双官能化已成为快速提高合成分子复杂性的有力工具。尽管在烯烃双官能化（包括在C-C双键上加入一个氮原子）领域取得了重大进展，但直接将烯烃1,2-碳胺化以产生线性含n分子的方法很少，仍然是一个巨大的挑战。在这里，我们描述了自由基介导的烯烃与烷基腈和胺的氧化分子间1,2-烷基层化，涉及C(sp3) -H氧化功能化，由Ag2CO3和铁路易斯酸的组合催化。这种由C(sp3) -H氧化自由基官能化引发的三组分烯烃1,2-烷基层化方法，可以一步形成两个新的化学键，一个C - C键和一个C - n键，选择性地生成γ-氨基烷基腈。易得烯烃的双官能化是快速构建分子复杂性的有力方法。本文报道了烯烃、烷基腈和胺之间的三组分氧化碳胺化反应，生成γ-氨基烷基腈。
Difunctionalization of alkenes has become a powerful tool for quickly increasing molecular complexity in synthesis. Despite significant progress in the area of alkene difunctionalization involving the incorporation of a nitrogen atom across the C–C double bonds, approaches for the direct 1,2-carboamination of alkenes to produce linear N-containing molecules are scarce and remain a formidable challenge. Here we describe a radical-mediated oxidative intermolecular 1,2-alkylamination of alkenes with alkyl nitriles and amines involving C(sp3)–H oxidative functionalization catalysed by a combination of Ag2CO3 with iron Lewis acids. This three-component alkene 1,2-alkylamination method is initiated by the C(sp3)–H oxidative radical functionalization, which enables one-step formation of two new chemical bonds, a C–C bond and a C–N bond, to selectively produce γ-amino alkyl nitriles. Difunctionalization of readily available alkenes is a powerful method to quickly build molecular complexity. Here the authors report a three-component, oxidative carboamination between alkenes, alkyl nitriles and amines, producing γ-amino alkyl nitriles.