Bronsted acid-catalyzed benzylation of 1,3-dicarbonyl derivatives

被引:116
作者
Sanz, Roberto
Miguel, Delia
Martinez, Alberto
Alvarez-Gutierrez, Julia M.
Rodriguez, Felix
机构
[1] Univ Burgos, Dept Quim, Area Quim Organ, Fac Ciencias, Burgos 09001, Spain
[2] Univ Oviedo, Inst Univ Quim Organomet Enrique Moles, E-33006 Oviedo, Spain
关键词
D O I
10.1021/ol070624a
中图分类号
O62 [有机化学];
学科分类号
070303 ; 081704 ;
摘要
The direct alkylation of 1,3-dicarbonyl compounds with benzylic alcohols is shown to be efficiently catalyzed by simple Bronsted 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.
引用
收藏
页码:2027 / 2030
页数:4
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