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Unexpected result of reaction of b-halogen-a-tosyl-substituted ureas with b-oxoesters and 1,3-diketones. Synthesis of 3-acyl-substituted 5-ureido-4,5-dihydrofurans
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1  Department of Organic Chemistry, M.V.Lomonosov State Academy of Fine Chemical Technology, 119571 Moscow, Russian Federation

Abstract: Reaction of b-halogen-a-tosyl-substituted ureas with enolates of b-oxoesters and 1,3-diketones gives earlier unknown 3-acyl-substituted 5-ureido-4,5-dihydrofurans instead of expected 5-acyl-6-(halogenomethyl)-4-hydroxyhexahydropyrimidin-2-ones.
Keywords: a-halogenaldehydes, b-halogen-a-tosyl-substituted ureas, b-oxoesters, 1,3-diketones, 5-ureido-4,5-dihydrofurans, N-carbamoylpyrroles