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Recyclization of 2-imino-2H-1-benzopyrans by the action of nucleophilic reagents 4. Use of 2-(N-aroylhydrazono)coumarin-3-carboxamides for the synthesis of 3-(1,3,4-oxadiazol-2-yl)coumarins

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

A new method for the synthesis of 3-(1,3,4-oxadiazol-2-yl)coumarins is proposed. It is based on the recyclization of 2-(N-aroylhydrazono)coumarin-3-carboxamides, which are readily obtained by the reaction of 2-iminocoumarin-3-carboxamides with arenecarboxylic hydrazides in an acidic medium. Advantages of the given method over alternative synthetic schemes were shown. Proposals on the mechanism of reaction were made.

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References

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Authors
  1. S. N. Kovalenko
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  2. K. M. Sytnik
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  3. V. M. Nikitchenko
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  4. S. V. Rusanova
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  5. V. P. Chernykh
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  6. A. O. Porokhnyak
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Additional information

For Communication 3, see [1].

Ukrainian Pharmaceutical Academy, Khar'kov 310002. Khar'kov State University, Khar'kov 310077, Ukraine. Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 2, pp. 190–193, February, 1999.

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Kovalenko, S.N., Sytnik, K.M., Nikitchenko, V.M. et al. Recyclization of 2-imino-2H-1-benzopyrans by the action of nucleophilic reagents 4. Use of 2-(N-aroylhydrazono)coumarin-3-carboxamides for the synthesis of 3-(1,3,4-oxadiazol-2-yl)coumarins. Chem Heterocycl Compd 35, 167–170 (1999). https://doi.org/10.1007/BF02251703

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  • DOI: https://doi.org/10.1007/BF02251703

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