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


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.


Acetic Methane Acetic Acid Organic Chemistry Aldehyde 
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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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