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

Nikolay Kurochkin; Dmitriy Goliguzov; Dmitriy Cheshkov; Anatoly Shutalev

doi:10.3390/ecsoc-10-01409

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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

Nikolay N. Kurochkin

Dmitriy V. Goliguzov

Dmitriy A. Cheshkov

Anatoly D. Shutalev

¹ Department of Organic Chemistry, M.V.Lomonosov State Academy of Fine Chemical Technology, 119571 Moscow, Russian Federation

Published: 30 November 2006 by MDPI in The 10th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-10-01409

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

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Nikolay Kurochkin

Dmitriy Goliguzov

Dmitriy Cheshkov

Anatoly Shutalev