Bis(4-nitrophenyl)phosphorylazide as a reagent for direct azidation of polyfunctional derivatives of pyrimidin-4(3Н)-one

The application of bis-(4-nitrophenyl)phosphorylazide–1,8-diazabicyclo[5.4.0]undec-7-ene system for direct transformation of polyfunctional derivatives of pyrimidin-4(3 H )-one in the corresponding 4-azidopyrimidines has been suggested for the first time. Using this system, novel 4-azido-6-(2,6-diha...

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Published inRussian journal of general chemistry Vol. 87; no. 2; pp. 219 - 223
Main Authors Novakov, I. A., Babushkin, A. S., Brunilina, L. L., Navrotskii, M. B., Orlinson, B. S., Robinovich, M. D., Yablokov, A. S.
Format Journal Article
LanguageEnglish
Published Moscow Pleiades Publishing 01.02.2017
Springer Nature
Springer Nature B.V
Subjects
Chemistry
Chemistry and Materials Science
Chemistry, Multidisciplinary
Chemistry/Food Science
Physical Sciences
Reagents
Science & Technology
4-azidopyrimidine
anti-HIV-1 agent
1,8-diazabicyclo[5.4.0]undec-7-ene
bis(4-nitrophenyl)phosphorylazide
SERIES
MECHANISM
AZIDE-TETRAZOLE EQUILIBRIUM
H-1-N-15
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Summary:The application of bis-(4-nitrophenyl)phosphorylazide–1,8-diazabicyclo[5.4.0]undec-7-ene system for direct transformation of polyfunctional derivatives of pyrimidin-4(3 H )-one in the corresponding 4-azidopyrimidines has been suggested for the first time. Using this system, novel 4-azido-6-(2,6-dihalo-α-methoxybenzyl)-5-methyl-2-(nitroamino)pyrimidines have been obtained in good yield under mild conditions.
ISSN:1070-3632
1608-3350
DOI:10.1134/S1070363217020116