Sanz Roberto, Miguel Delia, Martínez Alberto, Alvarez-Gutiérrez Julia M, Rodríguez Félix
Departamento de Química, Area de Química OrgAnica, Facultad de Ciencias, Universidad de Burgos, Pza Misael Bañuelos s/n, 09001-Burgos, Spain.
Org Lett. 2007 May 10;9(10):2027-30. doi: 10.1021/ol070624a. Epub 2007 Apr 21.
The direct alkylation of 1,3-dicarbonyl compounds with benzylic alcohols is shown to be efficiently catalyzed by simple Brønsted acids such as triflic acid (TfOH) and p-toluenesulfonic acid (PTS) to give rise to monoalkylated dicarbonyl derivatives in high yields. In the absence of the nucleophile, substituted alkenes, generated through a formal dimerization reaction, are obtained. The reactions are carried out in air using undried solvents, with water being the only side product of the process.
研究表明,简单的布朗斯特酸(如三氟甲磺酸(TfOH)和对甲苯磺酸(PTS))能够有效地催化1,3 - 二羰基化合物与苄醇的直接烷基化反应,以高收率生成单烷基化二羰基衍生物。在没有亲核试剂的情况下,通过形式上的二聚反应生成取代烯烃。反应在空气中使用未干燥的溶剂进行,水是该过程唯一的副产物。