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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 39, 2009 - Issue 13
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Original Articles

Allylation Reactions of Aromatic Aldehydes with Antimony in Aqueous Media Under Ultrasonic Irradiation

Yan-Jiang Bian Department of Chemistry, Langfang Normal College, Hebei, Langfang, ChinaCorrespondence[email protected]
,
Hong-Mei Zhao Department of Chemistry, Langfang Normal College, Hebei, Langfang, China
&
Xu-Guang Yu Beijing General Research Institute of Mining and Metallurgy, Beijing, China
Pages 2370-2377 | Received 24 Sep 2008, Published online: 01 Jun 2009
 
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Abstract

The allylation reactions of aromatic aldehydes with allyl bromide were carried out in 89–98% yield with Sb-H2O-KF-CH3OH under ultrasound irradiation at rt for 2.5 h. The reactions in the same system gave allylic alcohols in 30–69% yield with stirring for 24 h. The main advantages of the present procedure are shorter reaction time, better yield, and environmental friendliness.

ACKNOWLEDGMENTS

The project was supported by the Technology Foundation of Hebei Province (04213041) and the Science Foundation of Hebei Lang Fang Normal College (200804).

Notes

Notes. Isolated yield based on the substrate. KF (aqueous): 4 mL. Ultrasound irradiation: 40 KHz. Temperature: rt.

Notes. Isolated yield based on the substrate. Ultrasound irradiation time: 2.5 h. Stirring time: 24 h.

a Eluent: petroleum ether/diethyl ether (v/v) = 1:1.

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