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Reactions of 4-methyl-7-diethylaminocoumarin with electrophilic reagents

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Chemistry of Heterocyclic Compounds Aims and scope

Abstract

The reactions of 4-methyl-7-diethylaminocoumarin with various electrophilic reagents — acetic anhydride, complexes of unsaturated compounds (styrene, dihydropyran, phenylacetylene) with Lewis acids, and copper halides — were used to synthesize 3-, 6-, and 8-substituted coumarins. It was shown that the selectivity of reactions involving substitution in the 3 position increases with an increase in the “softness” of the Lewis acid.

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Authors and Affiliations

  1. K. A. Timiryazev Moscow Agricultural Academy, 127550, Moscow

    M. A. Kirpichenok, S. L. Levchenko & I. I. Grandberg

Authors
  1. M. A. Kirpichenok
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  2. S. L. Levchenko
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  3. I. I. Grandberg
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Translated from Khimiya Geterotsiklicheskikh Soedinenii, No. 10, pp. 1324–1332, October, 1987.

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Kirpichenok, M.A., Levchenko, S.L. & Grandberg, I.I. Reactions of 4-methyl-7-diethylaminocoumarin with electrophilic reagents. Chem Heterocycl Compd 23, 1059–1067 (1987). https://doi.org/10.1007/BF00476532

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  • DOI: https://doi.org/10.1007/BF00476532

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