Gao Bao, Xie Yinjun, Shen Zhiqiang, Yang Lei, Huang Hanmin
State Key Laboratory for Oxo Synthesis and Selective Oxidation, Lanzhou Institute of Chemical Physics, Chinese Academy of Sciences , Lanzhou 730000, P. R. China.
Org Lett. 2015 Oct 16;17(20):4968-71. doi: 10.1021/acs.orglett.5b02382. Epub 2015 Sep 29.
A facile and general method for copper-catalyzed decarboxylative alkylcarboxylation of cinnamic acids with dimethyl 2,2'-azobis(2-methylpropionate) has been developed. The scope and versatility of the reaction was demonstrated, and a broad range of substrates bearing electron-donating and -withdrawing groups on the aromatic rings were all compatible with this reaction to provide desired β,γ-unsaturated esters in moderate to good yields. Moreover, α,β-unsaturated acids with a carbonyl group on the γ-position of acrylic acids also smoothly proceeded to furnish the desired products in good yields.
已开发出一种简便通用的方法,用于铜催化肉桂酸与2,2'-偶氮二(2-甲基丙酸)二甲酯的脱羧烷基羧化反应。证明了该反应的适用范围和通用性,芳环上带有供电子和吸电子基团的多种底物均与该反应兼容,能以中等至良好的产率提供所需的β,γ-不饱和酯。此外,在丙烯酸γ位带有羰基的α,β-不饱和酸也能顺利反应,以良好的产率得到所需产物。