Chemistry of Heterocyclic Compounds

, Volume 14, Issue 7, pp 754–756 | Cite as

Indole derivatives CXV. Synthesis and some transformations of 5-(3-indolyl)isoxazole-3-carboxylic acid

  • V. P. Gorbunova
  • N. N. Suvorov


5-(3-Indolyl)isoxazole-3-carboxylic acid and its amide and hydrazide were obtained from ethyl 5-(3-indolyl)isoxazole-3-carboxylate. When 5-(3-indolyl)isoxazole-3-carboxylate is heated, it undergoes decarboxylation with isomerization to 3-(ω-cyanoacetyl)indole; when it is heated in alcohol with hydrazine and phenylhydrazine in the presence of copper, it undergoes isomerization to 5-(3-indolyl)pyrazole-3-carboxylic and 1-phenyl-5-(3-indolyl)-pyrazole-3-carboxylic acids. 5-(3-Indolyl)pyrazole-3-carboxylic acid hydrazide is formed when a solution of ethyl 5-(3-indolyl)isoxazole-3-carboxylate is refluxed with hydrazine in 96% alcohol.


Copper Alcohol Ethyl Organic Chemistry Amide 
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Copyright information

© Plenum Publishing Corporation 1979

Authors and Affiliations

  • V. P. Gorbunova
    • 1
  • N. N. Suvorov
    • 1
  1. 1.D. I. Mendeleev Moscow Chemical-Technological InstituteMoscow

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