Synthesis methods of phosphorylated carbamide containing acyclic and heterocyclic compounds

A. A. Bakibayev,K. B. Zhumanov,S. Yu. Panshina, S. I. Gorbin,V. S. Malkov,I. G. Tsoy,B. K. Massalimova, G. K. Matniyazova, E. A. Baybazarova

BULLETIN OF THE UNIVERSITY OF KARAGANDA-CHEMISTRY(2019)

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Abstract
In the paper, for the first time, an attempt of systematization of knowledge in the field of reactions of ureas and their heterocyclic derivatives with phosphorus containing reagents has been carried out. In the review due to the significant differences in the substrates and reagents used, methods for producing phosphorylated nitrogen-containing compounds according to their final structure are grouped in three directions of their formation the synthesis of acyclic, monocyclic and bicyclic ureas. Thus, the methods for the production of acyclic N-phosphorylated ureas by reactions of the corresponding N-phosphoisocyanates with aliphatic and aromatic amines of various structures are considered, and rarely used alternative methods for the synthesis of such compounds are considered. An analysis of the known methods for the synthesis of phosphorylated monocyclic carbamide-containing compounds suggests that: five-membered phosphazacycles, most of them are represented by imidazolidine structures, while tetracyclic phosphazacycles are diazaphosphetidinones, and six-membered phosphazacycles are diazophosphorins and triazaphophorphoryphorphoridine. The synthesized and studied phosphorylated bicyclic bisurea are represented by diphosphadione, diphosphaspirooctanedione, and phosphorylated tetraazabicyclo octionic structures. It was concluded that, on the basis of the systematization of the results of experimental studies on the methods of synthesis of phosphorylated ureas, it can be expected that their development will allow finding ways to obtain new highly effective drugs and synthons of their production.
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Key words
urea,phosphorylation,heterocyclic compounds,N-phosphoisocyanates,imidazolidines,diazaphosphetidinones,diazophosphorins,triazaphosphorinandionones,diphosphadiones,diphosphaspiroctanediones,phosphorylated tetraazibicyclooctandiones,glycoluryl
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