Department of Chemistry , Nanchang University , No. 999, Xuefu Road , Nanchang 330031 , P. R. China.
J Org Chem. 2018 Nov 2;83(21):13030-13035. doi: 10.1021/acs.joc.8b01508. Epub 2018 Oct 11.
A transition metal-free cross-dehydrogenative coupling of coumarins with acetonitrile or acetone has been established. A series of coumarins were subjected to reaction with acetonitrile or acetone in the presence of tert-butyl benzoperoxoate and potassium fluoride for direct synthesis of 3-cyanomethyl (or acetomethyl) coumarins. The method exhibits good functional group tolerance, and desired products were obtained in moderate to good yields. Meanwhile, a radical pathway was proposed to describe the cross-dehydrogenative coupling of coumarins with acetonitrile.
建立了一种无过渡金属的香豆素与乙腈或丙酮的交叉脱氢偶联反应。在叔丁基过氧化苯甲酰和氟化钾的存在下，一系列香豆素与乙腈或丙酮反应，直接合成了 3-氰甲基（或乙酰基甲基）香豆素。该方法具有良好的官能团容忍性，在中等至良好的收率下得到了所需的产物。同时，提出了一种自由基途径来描述香豆素与乙腈的交叉脱氢偶联。
