PREPARATION OF PYRIMIDINE DERIVATIVES THROUGH THREE-COMPONENT REACTIONS OF DIALKYL (2-OXO-3,3,3-TRIFLUOROPROPYL)PHOSPHONATES

Authors

  • В. М. Тимошенко Institute of Organic Chemistry, National Academy of Sciences of Ukraine
  • Ю. Н. Маркитанов Institute of Organic Chemistry, National Academy of Sciences of Ukraine
  • Ю. Г. Шермолович Institute of Organic Chemistry, National Academy of Sciences of Ukraine

DOI:

https://doi.org/10.1007/1415

Keywords:

hexahydropyrimidinone, dihydropyrimidinone, orthoformate, oxophosphonate, tetrahydropyrimidinone, trifluoromethyl group, Biginelli reaction, multicomponent reaction

Abstract

Methods are proposed for the preparation of fluorophosphorus-containing pyrimidines through three-component reactions of dialkyl (3,3,3-trifluoro-2-oxopropyl)phosphonates. Cyclocondensation of these phosphonates with urea and aryl aldehydes gave 6-aryl-4-hydroxy-2-oxo-4-trifluoromethylhexahydropyrimidin-5-ylphosphonates and reaction with urea and trialkyl orthoformates led to 4-alkoxy-2-oxo-4-trifluoromethyl-1,2,3,4-tetrahydropyrimidin-5-ylphosphonates.

Authors: V. M. Timoshenko, Yu. N. Markitanov, and Yu. G. Shermolovich.

English translation in Chemistry of Heterocyclic Compounds, 2011, 47 (8), pp 977-982

http://link.springer.com/article/10.1007/s10593-011-0863-4

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Published

2013-12-19

Issue

No. 8 (2011)

Section

Original Papers