SYNTHESIS OF 5-SUBSTITUTED 8,8-DIMETHYL-8,9-DIHYDRO-3<i>H</i>,7<i>H</i>-[1,2]OXAZINO[5,4,3-<i>de</i>]QUINOLIN-3-ONES

Authors

  • Д. А. Руденко Perm State National Research University
  • П. А. Слепухин Institute of Organic Synthesis, Ural Branch, Russian Academy of Science
  • В. И. Карманов Institute of Technical Chemistry, Ural Branch, Russian Academy of Science
  • С. Н. Шуров Perm State National Research University
  • М. И. Вахрин Perm State National Research University
  • Ю. А. Щуров Perm State National Research University

DOI:

https://doi.org/10.1007/914

Keywords:

hydroxylamine, 8, 8-dimethyl-8, 9-dihydro-3H, 7H-[1, 2]oxazino[5, 4, 3-de]quionolin-3-ones, 7, 7 dimethyl-5-oxo-5, 6, 8-tetrahydroquinoline-4-carboxylic acids, quantum-chemical calculation

Abstract

The reaction of 2-substituted 7,7-dimethyl-5-oxo-5,6,7,8-tetrahydroquinoline-4-carboxylic acids with hydroxylamine results in the formation of 5-substituted 8,8-dimethyl-8,9-dihydro-3H,7H-[1,2]oxazino[5,4,3-de]quinolin-3-ones. The structure of the 5-phenyl derivative has been established by X-ray structural analysis. A possible mechanism of the reaction has been proposed on the basis of nonempirical quantum-chemical calculations.

Authors: D. A. Rudenko, P. A. Slepukhin, V. I. Karmanov, S. N. Shurov, M. I. Vakhrin, and Yu. A. Shchurov

English Translation in Chemistry of Heterocyclic Compounds, 2013, 48 (10), pp 1539-1544

http://link.springer.com/article/10.1007/s10593-013-1170-z

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Published

2013-08-29

Issue

No. 10 (2012)

Section

Original Papers