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

Ultrasound in Baylis-Hillman reactions with aliphatic and aromatic aldehydes: scope and limitations
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DOI:
10.1016/s0040-4020(02)00822-0
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发表时间:
2002-09-09
期刊:
影响因子:
2.1
通讯作者:
Pavam, CH
Pavam, CH
中科院分区:
化学3区
文献类型:
--
作者:
Coelho, F;Almeida, WP;Pavam, CH

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介绍了超声辐射在几种醛类(芳烃类和脂肪类)和不同的α、β不饱和反应物的Baylis-Hillman反应中的应用。对于所有被测的醛类,超声波源的利用提高了反应速率和化学收率。研究了两种不同催化剂(三正丁基膦和1,4-重氮杂环[2.2.2]辛烷[DABCO])对超声反应的影响。结果表明,在超声作用下,DABCO对Baylis-Hillman反应的催化效果明显优于三正丁基膦。当DABCO浓度增加时,对反应速率无影响。(C) 2002 Elsevier Science Ltd.版权所有。
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.