The Suzuki homocoupling reaction under high-intensity ultrasound

被引:60
作者
Cravotto, G
Palmisano, G
Tollari, S
Nano, GM
Penoni, A
机构
[1] Univ Turin, Dipartimento Sci & Tecnol Farm, I-10125 Turin, Italy
[2] Univ Insubria, Dipartimento Sci Chim & Ambientali, I-22100 Como, Italy
关键词
suzuki homocoupling; high-intensity ultrasound; reaction in water; biaryls; oxygen; 3-bromo-4-hydroxycoumarin;
D O I
10.1016/j.ultsonch.2004.05.005
中图分类号
O42 [声学];
学科分类号
070206 ; 082403 ;
摘要
The Pd-catalysed Suzuki homocoupling of boronic acids was successfully carried out in water under high-intensity ultrasound (HIU). Heterogeneous catalysis with Pd/C, facilitating work up and purification, could be used without adding phosphine ligands. Reaction rates and yields were strongly influenced by the oxidant employed; excellent results were obtained using either molecular oxygen or 3-bromo-4-hydroxycoumarin. 3-Arylation of the latter with the Suzuki procedure had failed, exclusively affording the homocoupling products, symmetric biaryls. Besides offering a number of operational advantages, the use of HIU broadens the field of application for the Suzuki reaction. (C) 2004 Elsevier B.V. All rights reserved.
引用
收藏
页码:91 / 94
页数:4
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