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 K 2CO 3 as the catalyst. Under similar reaction conditions, 2-amino-5-aryloxymethyl-1,3,4-thiadiazoles reacted with methyl acrylate to give unexpected products 5 H,6 H-[1,3,4]thiadiazolo[1,2- a]pyrimidine-7-ones through tandem Michael addition and intramolecular cyclization.
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