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Chemistry of Heterocyclic Compounds

, Volume 35, Issue 11, pp 1272–1275 | Cite as

Rearrangement of 3-ethoxycarbonyl-5-hydroxyimino-2-methyl-4-oxonaphtho[1,2-b]furan and 3-ethoxycarbonyl-5-hydroxyimino-2-methyl-4-oxo-1-phenylbenzo[g]indole by the action of benzenesulfonyl chloride in an alkaline medium

  • A. P. Stankyavichus
  • L. M. M. Stankyavichene
  • P. B. Terent'ev
Article

Abstract

The treatment of 3-ethoxycarbonyl-2-methyl-4,5-dioxonaphtho[1,2-b]furan 5-monoximes and also the similarly substituted benzo[g]indole with benzenesulfonyl chloride in an alkaline medium give 5-(2-cyanophenyl)-3-ethoxycarbonyl-2-methylfuran-4-carboxylic and pyrrole-4-carboxylic acids with high yields as a result of a second-order Beckmann rearrangement. The structures of the initial and final compounds were confirmed by analysis of their mass spectra.

Keywords

Chloride Mass Spectrum Organic Chemistry Indole Furan 
These keywords were added by machine and not by the authors. This process is experimental and the keywords may be updated as the learning algorithm improves.

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Copyright information

© KluwerAcademic/Plenum Publishers 1999

Authors and Affiliations

  • A. P. Stankyavichus
  • L. M. M. Stankyavichene
  • P. B. Terent'ev

There are no affiliations available

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