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

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• 作者：Josep Cornella ; Jacob T. Edwards ; Tian Qin ; Shuhei Kawamura ; Jie Wang ; Chung-Mao Pan ; Ryan Gianatassio ; Michael Schmidt ; Martin D. Eastgate ; Phil S. Baran
• 刊名：Journal of the American Chemical Society
• 出版年：2016
• 出版时间：February 24, 2016
• 年：2016
• 卷：138
• 期：7
• 页码：2174-2177
• 全文大小：497K
• ISSN：1520-5126

文摘

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 (NiCl<sub>2sub>·6H<sub>2sub>O, ca. $9.5/mol) bode well for the immediate widespread adoption of this method.