Practical Ni-Catalyzed Aryl-Alkyl Cross-Coupling of Secondary Redox-Active Esters.

Practical Ni-Catalyzed Aryl-Alkyl Cross-Coupling of Secondary Redox-Active Esters.
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DOI:
10.1021/jacs.6b00250
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发表时间:
2016-02-24
影响因子:
15
通讯作者:
Baran PS
Baran PS
中科院分区:
化学1区
文献类型:
--
作者:
Cornella J;Edwards JT;Qin T;Kawamura S;Wang J;Pan CM;Gianatassio R;Schmidt M;Eastgate MD;Baran PS

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提出了一种新的转化,使化学家能够在镍催化下将简单的烷基羧酸与芳基锌试剂偶联。这一反应的成功取决于氧化还原活性酯的独特使用,它允许人们使用此类衍生物作为烷基卤化物替代物。该化学具有广泛的底物范围和高度的实用性。底物和预催化剂(NiCl2·6H2O,约 9.5 美元/摩尔)的简单程序和极其便宜的性质预示着该方法的立即广泛采用。
A new transformation is presented that enables chemists to couple simple alkyl carboxylic acids with aryl zinc reagents under Ni-catalysis. The success of this reaction hinges on the unique use of redox-active esters that allow one to employ such derivatives as alkyl halides surrogates. The chemistry exhibits broad substrate scope and features a high degree of practicality. The simple procedure and extremely inexpensive nature of both the substrates and pre-catalyst (NiCl2·6H2O, ca. $9.5/mol) bode well for the immediate widespread adoption of this method.