Direct Synthesis of 1-Alkyl-6-hydroxyalkyl-3a,6a-diphenylglycolurils from 1-Alkylimidazolinones and Their Cyclic Analogues

Author:

Baranov Vladimir1ORCID,Antonova Maria2,Kolotyrkina Natalya1,Zanin Igor3,Kravchenko Angelina1

Affiliation:

1. N. D. Zelinsky Institute of Organic Chemistry, Russian Academy of Sciences

2. Federal state unitary enterprise ‘State scientific-research Institute of organic chemistry and technology’ State research center of the Russian Federation

3. Voronezh State University

Abstract

Two methods for the direct synthesis of previously inaccessible 1-alkyl-6-(hydroxyalkyl)-3a,6a-diphenylglycolurils have been developed as a result of a study of novel cyclocondensations of 1-alkylureas with tetrahydroimidazooxazolones, tetrahydroimidazooxazinones and 1-(hydroxyalkyl)ureas with 1-substituted imidazolinones. A mechanism to rationalize the highly regioselective formation of the target glycolurils is proposed.

Publisher

Georg Thieme Verlag KG

Subject

Organic Chemistry

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