Grup d'Enginyeria Molecular, Institut Químic de Sarrià, Universitat Ramon Llull, Via Augusta 390, E-08017 Barcelona, Spain.
J Org Chem. 2010 Jan 15;75(2):487-90. doi: 10.1021/jo902345r.
An unusual Michael addition between 2-aryl-substituted acrylates and 3,3-dimethoxypropanenitrile which leads, depending on the reaction temperature (60 or -78 degrees C, respectively), to a 4-methoxymethylene-substituted 4-cyanobutyric ester or to a 4-dimethoxymethyl 4-cyanobutyric ester is described. These compounds can be subsequently converted to 4-unsubstituted pyrido[2,3-d]pyrimidines upon treatment with a guanidine system under microwave irradiation.
描述了一种不寻常的迈克尔加成反应,它发生在 2-芳基取代的丙烯酸盐和 3,3-二甲氧基丙腈之间,反应温度(分别为 60°C 和-78°C)的不同导致了 4-甲叉基取代的 4-氰基丁酸酯或 4-二甲氧基甲基 4-氰基丁酸酯的生成。这些化合物可以在微波辐射下用胍系统处理,进一步转化为 4-未取代的吡啶并[2,3-d]嘧啶。