Synthesis of Amino Chalcones in Presence of Ionic Liquid as Soluble Support

Xianhua Pan1, Fengping Yi1,*, Xuan Zhang1 and Shihong Chen2

1School of Perfume and Aroma Technology, Shanghai Institute of Technology, Shanghai, P.R. China

2Department of Environmental Engineering, Jiangxi Environmental Engineering Vocational College, Ganzhou, P.R. China

*Corresponding author: Fax: +86 21 54487207; Tel: +86 21 64942328; E-mail: yifengping@sit.edu.cn

Abstract

A microwave-assisted liquid phase synthesis of aminochalcones was developed by using aldehyde-functionalized ionic liquid as soluble support. Ionic liquid bound aminoacetophenone was treated with aromatic aldehyde to give supported chalcone derivatives. After cleavage, the target compounds were obtained in 83-92 % yields and ³ 95 % purities without column chromatographic purification. The recovered aldehyde-functionalized ionic liquid could be reused for several times without affecting its activity and the yields of desired compounds were between 86-89 %. These results indicated that the presented method could be applied efficiently to the liquid phase combinatorial chemistry based on aldol condensation.

Keywords

Functionalized ionic liquid, Support, Amino chalcones, Aldol condensation, Liquid phase synthesis.

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  • Asian J. Chem. /
  •  2012 /
  •  24(9) /
  •  pp 3809-3813