Herein, we developed an efficient and selective nickel-catalyzed monoalkylation of various primary alcohols with aryl and heteroaryl amines together with diols and amino alcohol derivatives. Notably, the catalytic protocol consisting of an earth-abundant and non-precious NiBr₂/L1 system enables the transformations in the presence of hydroxyl, alkene, nitrile, and nitro functionalities. As a highlight, we have demonstrated the alkylation of diamine, intramolecular cyclization to N-heterocycles, and functionalization of complex vitamin E, an (±)-α-tocopherol derivative. Preliminary mechanistic studies revealed the participation of a benzylic C–H bond in the rate-determining step.

中文翻译：

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一种高效，选择性的镍催化的苯胺与醇的直接N烷基化反应

本文中，我们开发了各种伯醇与芳基和杂芳基胺以及二醇和氨基醇衍生物的高效且选择性的镍催化单烷基化反应。值得注意的是，由富地球和非贵重的NiBr ₂ / L1系统组成的催化方案能够在羟基，烯烃，腈和硝基官能团存在的情况下进行转化。作为重点，我们证明了二胺的烷基化，分子内环化为N-杂环以及复杂的维生素E（一种（±）-α-生育酚衍生物）的功能化。初步的机理研究表明，苄基CH键参与了速率测定步骤。