Michael additions of dihydropyrimidines and 2-amino-1,3,4-thiadiazoles to α,β-ethylenic compounds: using polyethylene glycols as a green reaction media |
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| Authors: | Xicun Wang Zhengjun Quan Zhang Zhang |
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| Institution: | Gansu Key Laboratory of Polymer Materials, College of Chemistry and Chemical Engineering, Northwest Normal University, Lanzhou, 730070 Gansu, PR China |
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| Abstract: | Polyethylene glycol (PEG) was found to be an inexpensive, non-toxic, and effective medium for the Michael additions of 3,4-dihydropyrimidines to α,β-ethylenic compounds to provide N3-functionalized dihydropyrimidines in the presence of K2CO3 as the catalyst. Under similar reaction conditions, 2-amino-5-aryloxymethyl-1,3,4-thiadiazoles reacted with methyl acrylate to give unexpected products 5H,6H-1,3,4]thiadiazolo1,2-a]pyrimidine-7-ones through tandem Michael addition and intramolecular cyclization. |
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| Keywords: | 3 4-Dihydropyrimidines 5H 6H-[1 3 4]Thiadiazolo[1 2-a]pyrimidine-7-ones Polyethylene glycol Michael additions |
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