Harnessing Alkyl Amines as Electrophiles for Nickel-Catalyzed Cross Couplings via C-N Bond Activation.
Harnessing Alkyl Amines as Electrophiles for Nickel-Catalyzed Cross Couplings via C-N Bond Activation.
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DOI：
10.1021/jacs.7b02389
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发表时间：
2017-04-19
影响因子：
15
通讯作者：
Watson MP
中科院分区：
文献类型：
--
作者：
Basch CH;Liao J;Xu J;Piane JJ;Watson MP
我们开发了一种通过C-N键活化来利用烷基胺作为烷基化剂的策略。容易由伯胺形成的烷基吡啶鎓盐的这种Suzuki-Miyaura交叉偶联是通过胺与未活化烷基的C-N键活化的金属催化的交叉偶联的第一个实例。该反应具有反应范围广、官能团耐受性好等特点。可以安装伯烷基和仲烷基。初步研究表明，NiI/NiIII催化循环。
We developed a strategy to harness alkyl amines as alkylating agents via C–N bond activation. This Suzuki–Miyaura cross coupling of alkyl pyridinium salts, readily formed from primary amines, is the first example of a metal-catalyzed cross coupling via C–N bond activation of an amine with an unactivated alkyl group. This reaction enjoys broad scope and functional group tolerance. Primary and secondary alkyl groups can be installed. Preliminary studies suggest a NiI/NiIII catalytic cycle.