Nickel-Catalyzed Reductive and Borylative Cleavage of Aromatic Carbon-Nitrogen Bonds in N-Aryl Amides and Carbamates

Nickel-Catalyzed Reductive and Borylative Cleavage of Aromatic Carbon-Nitrogen Bonds in N-Aryl Amides and Carbamates
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DOI:
10.1021/ja501649a
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发表时间:
2014-04-16
影响因子:
15
通讯作者:
Chatani, Naoto
Chatani, Naoto
中科院分区:
化学1区
文献类型:
--
作者:
Tobisu, Mamoru;Nakamura, Keisuke;Chatani, Naoto

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在镍催化下,N-芳基酰胺分别与硼氢化物或二硼试剂反应,生成相应的还原或硼化产物。机理研究表明,这些反应通过简单的电子中性底物的C(芳基)-N键的活化进行,并且不需要邻位定向基团的存在。
The nickel-catalyzed reaction of N-aryl amides with hydroborane or diboron reagents resulted in the formation of the corresponding reduction or borylation products, respectively. Mechanistic studies revealed that these reactions proceeded via the activation of the C(aryl)-N bonds of simple, electronically neutral substrates and did not require the presence of an ortho directing group.