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Reaction of furan derivatives with α,β-unsaturated aldehydes and ketones

  • Organic and Biological Chemistry
  • Published:
Bulletin of the Academy of Sciences of the USSR, Division of chemical science Aims and scope

Summary

  1. 1.

    The presence of an electronegative group conjugated with the furan nucleus in anα-side chain in a furan compound prevents its addition toα,β-unsaturated aldehydes and ketones in an acid medium, either by reaction at theα- or theβ-position of the furan ring.

  2. 2.

    4-(2-Furyl)-2-butanone, in which the carbonyl group is not conjugated with the furan nucleus adds in an acid medium to acrolein, crotonaldehyde, and mesityl oxide with formation, respectively, of 5-(3-oxobutyl)-2-furanpropionaldehyde,β-methyl-5-(3-oxobutyl)-2-furanpropionaldehyde, and 4,4-dimethyl-4-[5-(3-oxobutyl)-2-furyl]-2-butanone.

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Authors and Affiliations

  1. N. D. Zelinskii Institute of Organic Chemistry, Academy of Sciences, USSR

    V. G. Glukhovtsev & S. V. Zakharova

Authors
  1. V. G. Glukhovtsev
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  2. S. V. Zakharova
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Translated from Izvestiya Akademii Nauk SSSR, Seria Khimicheskaya, No. 10, pp. 1835–1838, October, 1964

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Glukhovtsev, V.G., Zakharova, S.V. Reaction of furan derivatives with α,β-unsaturated aldehydes and ketones. Russ Chem Bull 13, 1738–1740 (1964). https://doi.org/10.1007/BF00849439

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  • DOI: https://doi.org/10.1007/BF00849439

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