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Chemistry of Heterocyclic Compounds

, Volume 9, Issue 1, pp 34–37 | Cite as

Reaction of indoles and 2-ketoindolines with some aldehydes

  • G. I. Zhungietu
  • G. A. Dragalina
  • G. N. Dorofeenko
Article

Abstract

3,5-Di-tert-butyl-4-hydroxybenzaldehyde reacts with indole and 2-methylindole to give di(3-indolyl)methane derivatives but reacts with 2-ketoindoline and 1-methyl-2-ketoindoline to give 3-arylidene-2-ketoindoline derivatives. 2-Ketoindolines form 3-(o-hydroxybenzylidene)-2-ketoindolines with salicylaldehyde. They react with aryglyoxals to give 3-(2-ketoindolinyl)-aroylcarbinols, which are dehydrated to 3-phenacylidene-2-ketoindolines under the influence of acetic acid. Both the starting carbinols and these products form spiro[(2-ketoindoline)-3,5′-(3′-aryl-Δ2-pyrazolines)] on reaction with hydrazine.

Keywords

Acetic Methane Acetic Acid Organic Chemistry Aldehyde 
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

© Consultants Bureau, a division of Plenum Publishing Corporation 1975

Authors and Affiliations

  • G. I. Zhungietu
    • 1
  • G. A. Dragalina
    • 1
  • G. N. Dorofeenko
    • 1
  1. 1.Institute of ChemistryAcademy of Sciences of the Moldavian SSRKishinev

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