实用的镍催化二级氧化还原活性酯的芳基-烷基交叉偶联反应
Practical Ni-Catalyzed Aryl-Alkyl Cross-Coupling of Secondary Redox-Active Esters.
作者信息
Cornella Josep, Edwards Jacob T, Qin Tian, Kawamura Shuhei, Wang Jie, Pan Chung-Mao, Gianatassio Ryan, Schmidt Michael, Eastgate Martin D, Baran Phil S
机构信息
Department of Chemistry, The Scripps Research Institute , 10550 North Torrey Pines Road, La Jolla, California 92037, United States.
Chemical Development, Bristol-Myers Squibb , One Squibb Drive, New Brunswick, New Jersey 08903, United States.
出版信息
J Am Chem Soc. 2016 Feb 24;138(7):2174-7. doi: 10.1021/jacs.6b00250. Epub 2016 Feb 9.
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.
本文介绍了一种新的转化方法，该方法能使化学家在镍催化下将简单的烷基羧酸与芳基锌试剂进行偶联。该反应的成功取决于氧化还原活性酯的独特应用，这种应用使人们能够将此类衍生物用作卤代烃替代物。该化学方法具有广泛的底物范围且实用性很强。该方法操作简单，底物和预催化剂（NiCl₂·6H₂O，约9.5美元/摩尔）成本极低，预示着该方法将很快得到广泛应用。
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