THE BEHAVIOR OF DIMETHYLAMINO-SUBSTITUTED 2,5-DIARYLOXAZOLES AND 2,5-DIARYL-1,3,4-OXADIAZOLES UNDER VILSMEIER–HAACK CONDITIONS

Authors

  • Л. Д. Паценкер Institute of Monocrystals, Ukraine National Academy of Sciences, Kharkov 61001
  • И. Г. Ермоленко Institute of Monocrystals, Ukraine National Academy of Sciences, Kharkov 61001
  • О. Н. Любенко Institute of Monocrystals, Ukraine National Academy of Sciences, Kharkov 61001
  • И. А. Федюняева Institute of Monocrystals, Ukraine National Academy of Sciences, Kharkov 61001
  • Н. А. Попова Institute of Monocrystals, Ukraine National Academy of Sciences, Kharkov 61001
  • О. С. Галкина Institute of Monocrystals, Ukraine National Academy of Sciences, Kharkov 61001
  • А. В. Мазепа A. V. Bogatsky Physico-Chemical Institute, Ukraine National Academy of Sciences, Odessa 65086
  • Б. М. Красовицкий Institute of Monocrystals, Ukraine National Academy of Sciences, Kharkov 61001

Keywords:

2,5-diaryloxazoles, 2,5-diaryl-1,3,4-oxadiazoles, dimethylamino-substituted, quinazolinium salts, heterocyclization, hydrolysis, Vilsmeier reaction

Abstract

 It has been shown that dimethylamino-substituted 2,5-diaryloxazoles and 2,5-diaryl-1,3,4-oxadiazoles undergo heterocyclization under Vilsmeier-Haack conditions with the participation of the dimethylamino group to form quinazolinium salts. The oxazole ring can also be formylated at the free 4 position. In alkaline medium the quinazolinium ring is readily hydrolyzed with desalkylation.

How to Cite
Patsenker, L. D.; Ermolenko, I. G.; Lyubenko, O. N.; Fedyunyaeva, I. A.; Popova, N. A.; Galkina, O. S.; Mazepa, A. V.; Krasovitskii, B. M. Chem. Heterocycl. Compd. 2003, 39, 525. [Khim. Geterotsikl. Soedin. 2003, 608.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1024777700217

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Published

2003-04-25

Issue

No. 4 (2003)

Section

Original Papers