Brønsted acid-catalyzed benzylation of 1,3-dicarbonyl derivatives.
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.
Sanz
Roberto
R
Departamento de Química, Area de Química OrgAnica, Facultad de Ciencias, Universidad de Burgos, Pza Misael Bañuelos s/n, 09001-Burgos, Spain. rsd@ubu.es
Miguel
Delia
D
Martínez
Alberto
A
Alvarez-Gutiérrez
Julia M
JM
Rodríguez
Félix
F