Ultrasound in Baylis-Hillman reactions with aliphatic and aromatic aldehydes: scope and limitations

被引：122

作者：

Coelho, F

Almeida, WP

Veronese, D

Mateus, CR

Lopes, ECS

Rossi, RC

Silveira, GPC

Pavam, CH

机构：

[1] Univ Estadual Campinas, Dept Quim Organ, IQ, BR-13083970 Campinas, SP, Brazil

[2] Univ Paulista, Inst Ciencias Saude, BR-13043004 Campinas, SP, Brazil

来源：

TETRAHEDRON | 2002年 / 58卷 / 37期

基金：

巴西圣保罗研究基金会;

关键词：

Baylis-Hillman reaction; alpha; beta-unsaturated compounds; 1,4-diazabicyclo[2.2.2] octane (DABCO);

D O I：

10.1016/S0040-4020(02)00822-0

中图分类号：

O62 [有机化学];

学科分类号：

070303 ; 081704 ;

摘要：

The utilization of ultrasound radiation in the Baylis-Hillman reaction with several aldehydes (aromatics and aliphatics) and different alpha,beta-unsaturated reactants is described. For all aldehydes tested, the utilization of ultrasound sources augmented the reaction rate and the chemical yields. The use of ultrasound with two different catalysts (tri-n-butylphosphine and 1,4-diazabicyclo[2.2.2] octane [DABCO]) was also investigated. It was clearly demonstrated that DABCO is much more effective for catalyzing a Baylis-Hillman reaction under the influence of ultrasound than is tri-n-butylphosphine. No effect on reaction rate was observed when the concentration of DABCO was increased. (C) 2002 Elsevier Science Ltd. All rights reserved.

引用

页码：7437 / 7447

页数：11

共 64 条

[1] Metal- and ligand-accelerated catalysis of the Baylis-Hillman reaction [J].