Reaction condition controlled nickel(ii)-catalyzed C-C cross-coupling of alcohols
Reaction condition controlled nickel(ii)-catalyzed C-C cross-coupling of alcohols
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反应条件控制的镍(ii)催化醇的C-C交叉偶联
DOI：
10.1039/c9ob00418a
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发表时间：
2019
影响因子：
3.2
通讯作者：
Jian-Ping Lang
中科院分区：
文献类型：
--
作者：
Meng-Juan Zhang;Hong-Xi Li;David J. Young;Hai-Yan Li;Jian-Ping Lang
在使用无受体脱氢偶联（ADC）的仲醇和伯醇的C-C交叉偶联中的挑战是难以精确控制产物选择性。本文中，我们报告了在不同的反应条件下，使用采用Ni（II）4，6-二甲基嘧啶-2-硫醇盐簇催化剂的ADC方法来控制多种β-烷基化仲醇、α-烷基化酮和α，β-不饱和酮的方法。该催化剂对多种底物具有较好的耐受性，对仲醇与2-氨基苄醇的环合反应具有较高的活性。这项工作是通过仔细选择反应条件来精确控制化学选择性的一个例子。
The challenge in the C–C cross-coupling of secondary and primary alcohols using acceptorless dehydrogenation coupling (ADC) is the difficulty in accurately controlling product selectivities. Herein, we report a controlled approach to a diverse range of β-alkylated secondary alcohols, α-alkylated ketones and α,β-unsaturated ketones using the ADC methodology employing a Ni(II) 4,6-dimethylpyrimidine-2-thiolate cluster catalyst under different reaction conditions. This catalyst could tolerate a wide range of substrates and exhibited a high activity for the annulation reaction of secondary alcohols with 2-aminobenzyl alcohols to yield quinolines. This work is an example of precise chemoselectivity control by careful choice of reaction conditions.