Oxidation reactions of 4H-chalcogenopyrans

Authors

  • Б. И. Древко N. G. Chernyshevskii Saratov State University, Saratov 410600
  • М. И. Смyшкин N. G. Chernyshevskii Saratov State University, Saratov 410600
  • В. Г. Харченко N. G. Chernyshevskii Saratov State University, Saratov 410600

Abstract

We have studied the oxidation of 4H-chalcogenopyrans and chalcogenopyrylium salts by lead tetraacetate. We have established that the major reaction products on oxidation of 2,6-diphenyl-4H-thiopyran and selenopyran are 2,6-diphenyl-4H-thio(seleno)pyran-4-ones, while 2-benzoyl-5-phenyl(seleno)thiophenes are formed as impurities. The major product on oxidation of 2,6-diphenyl-4H-pyran is 2-benzoyl-5-phenylfuran. We have shown that 2,4,6-triphenyl-4H-pyran does not undergo oxidation by hydrogen peroxide in neutral medium, in contrast to its S and Se analogs. This supports the hypothesis that the heteroatom participates in the oxidation process.

How to Cite
Drevko, B. I.; Smushkin, M. I.; Kharchenko, V. G. Chem. Heterocycl. Compd. 1996, 32, 777. [Khim. Geterotsikl. Soedin. 1996, 913.]

For this article in the English edition, see DOI https://doi.org/10.1007/BF01165719

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Published

1996-07-25

Issue

No. 7 (1996)

Section

Original Papers