HALOCYCLIZATION OF SUBSTITUTED 2-(ALKENYLTHIO)PYRIMIDIN-6-ONES

Authors

  • Н. Ю. Сливка Lesya Ukrainka Volyn State University, Lutsk 43025
  • Ю. И. Геваза Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev 02094
  • В. И. Станинец Institute of Organic Chemistry, National Academy of Sciences of Ukraine, Kiev 02094

Keywords:

(allylthio)pyrimidines, pyrimidothiazines, thiazolidine pyrimidines, bromination, heterocyclization, iodation

Abstract

Bromination and iodation of 2-(alkenylthio)pyrimidin-6-ones occur selectively and lead to formation of the corresponding 7-oxo-2,3-dihydrothiazolopyrimidinium or 8-oxo-3,4-dihydro-2H-pyrimido-thiazinium salts. The selectivity of the reaction is controlled by the nature of the alkenyl substituent on the sulfur atom and the basicity of the N(1) and N(3) atoms of the pyrimidine ring. The iodation reaction rate increases as the basicity of the N(3) atom increases.

How to Cite
Slivka, N. Yu.; Gevaza, Yu. I.; Staninets, V. I. Chem. Heterocycl. Compd. 2004, 40, 660. [Khim. Geterotsikl. Soedin. 2004, 776.]

For this article in the English edition, see DOI 10.1023/B:COHC.0000037323.22839.9f

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Published

2004-05-25

Issue

No. 5 (2004)

Section

Original Papers