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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 42, 2012 - Issue 6
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Original Articles

Zinc-Mediated Cyclodimerization of 1,5-Diaryl-1,4-pentadien-3-one in Aqueous Solution Under Ultrasound Irradiation

, &
Pages 820-827 | Received 06 May 2010, Published online: 11 Nov 2011
 

Abstract

Synthesis of 2-cinnamoyl-1-styryl-3,4-diarylcyclopentanol via cyclodimerization of 1,5-diaryl-1,4-pentadien-3-one mediated by zinc was carried out in good yields at room temperature in NH4Cl (aq.) and tetrahydrofuran under ultrasonic irradiation. In comparison with conventional methods, the main advantages of the present procedure are shorter reaction time and better yields.

GRAPHICAL ABSTRACT

ACKNOWLEDGMENT

The Natural Science Foundation of Hebei Province (B2006000969), China, supported the project.

Notes

a Substrate: 1,5-diphenyl-1,4-pentadien-3-one, 1 mmol; H2O, 1 mL; THF, 4 mL; 30 °C; irradiation time, 0.5 h.

a Stirring alone without ultrasound.

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