SYNTHESIS AND FORMYLATION OF SUBSTITUTED 2-SPIROPYRIMIDIN-4-ONES AND RELATED COMPOUNDS

Authors

  • В. И. Марков Ukrainian State University of Chemical Technologies
  • О. К. Фарат Ukrainian State University of Chemical Technologies
  • С. А. Варениченко Ukrainian State University of Chemical Technologies
  • Е. В. Великая Ukrainian State University of Chemical Technologies
  • Р. И. Зубатюк State Scientific Institution "Institute for Single Crystals" of National Academy of Sciences of Ukraine
  • О. В. Шишкин State Scientific Institution "Institute for Single Crystals" of National Academy of Sciences of Ukraine; V. N. Karazin Kharkiv National University

DOI:

https://doi.org/10.1007/364

Keywords:

cyclohexanone-2-carboxamide, hydroacridine derivatives, rearrangement, Vilsmeier-Haack reagent

Abstract

Treatment of cyclohexanone-2-carboxamide with cyclic ketones provides oxazine derivatives while refluxing in toluene with ammonium acetate and cyclic ketones yields substituted 2-spiropyrimidin-4-ones. Depending on the ratio of reactants, the oxazines and substituted 2-spiropyrimidin-4-ones under Vilsmeier-Haack conditions undergo formylation or an electrophilic rearrangement.

Authors: V. I. Markov, O. K. Farat, S. A. Varenichenko, E. V. Velikaya, R. I. Zubatyuk, and O. V. Shishkin.

English Translation in Chemistry of Heterocyclic Compounds, 2013, 49 (8), pp 1158-1165

http://link.springer.com/article/10.1007/s10593-013-1358-2

Author Biographies

В. И. Марков, Ukrainian State University of Chemical Technologies

Виктор Марков

О. К. Фарат, Ukrainian State University of Chemical Technologies

Олег Фарат

С. А. Варениченко, Ukrainian State University of Chemical Technologies

Светлана Варениченко

Е. В. Великая, Ukrainian State University of Chemical Technologies

Екатерина Великая

Р. И. Зубатюк, State Scientific Institution "Institute for Single Crystals" of National Academy of Sciences of Ukraine

Роман Зубатюк

О. В. Шишкин, State Scientific Institution "Institute for Single Crystals" of National Academy of Sciences of Ukraine; V. N. Karazin Kharkiv National University

Олег Шишкин

Downloads

Published

2013-06-17

Issue

No. 8 (2013)

Section

Original Papers