Base-Promoted Cascade Transformation of Tetrahydropyrimidinones into Novel Tricyclic bis-Diazepinones

Dmitry Cheshkov; Anastasia Fesenko; Anatoly Shutalev

doi:10.3390/ecsoc-14-00457

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One-pot three-component Mannich-type reaction catalyzed by functionalized ionic liquid

Base-Promoted Cascade Transformation of Tetrahydropyrimidinones into Novel Tricyclic bis-Diazepinones

Dmitry A. Cheshkov

Anastasia A. Fesenko

Anatoly D. Shutalev

¹ Department of Organic Chemistry, Moscow State Academy of Fine Chemical Technology, 86 Vernadsky Ave., 119571 Moscow, Russian Federation

Published: 30 October 2010 by MDPI in The 14th International Electronic Conference on Synthetic Organic Chemistry session General Organic Synthesis

https://doi.org/10.3390/ecsoc-14-00457

Abstract: In the presence of strong bases (NaH, DBU, KOH), ethyl 4-chloromethyl-6-methyl-2-oxo-1,2,3,4-tetrahydropyrimidine-5-carboxylate and 4-mesyloxymethyl-6-methyl-5-tosyl-1,2,3,4-tetrahydropyrimidin-2-one are transformed into novel tricyclic compounds, diethyl 9-methyl-5-methylene-3,11-dioxo-2,3,4,5,6a,7,10,11-octahydro-1,6-methano[1,3]diazepino[1,7-e][1,3,5]-triazocine-6,8(1H)-dicarboxylate and 9-methyl-5-methylene-6,8-ditosyl-1,2,4,5,6,6a,7,10-octahydro-1,6-methano[1,3]diazepino[1,7-e][1,3,5]triazocine-3,11-dione, respectively.

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Dmitry Cheshkov

Anastasia Fesenko

Anatoly Shutalev