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Paper | Regular issue | Vol 71, No. 11, 2007, pp.2363-2376
Published online, 27th July, 2007
DOI: 10.3987/COM-07-11118
A Novel Method for N3-Functionalized Aminoimidazolines and Aminopyrimidines by Aza-Michael Additions of Aminoimidazolines and Aminopyrimidines to α,β-Unsaturated Carbonyl Compounds

Xi-Cun Wang,* Cheng-Wei Lv, Zheng-Jun Quan, Guo-Li Huang, and Wen-Long Yang

*Gansu Key Laboratory of Polymer Materials, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, Gansu 730070, China

Abstract

An efficient and convenient procedure is described for the preparation of N3-functionalized aminoimidazolines and aminopyrimidines through the aza-Michael additions of aminoimidazolines and aminopyrimidines with α, β-unsaturated carbonyl compounds catalyzed by KF/Al2O3. This method offers a novel and efficient protocol for the N3-functionalized aminoimidazolines and aminopyrimidines with good regioselectivity and high purity under mild conditions.