CONDENSATION OF 1-SUBSTITUTED 1,2,3,9a-TETRAHYDRO-9H-IMIDAZO[1,2-<i>a</i>]INDOL-2-ONE DERIVATIVES WITH AROMATIC ALDEHYDES

Authors

  • A. Šačkus Department of Organic Chemistry, Faculty of Chemical Technology, Kaunas University of Technology, LT-3028 Kaunas
  • V. Amankavičienė Department of Organic Chemistry, Faculty of Chemical Technology, Kaunas University of Technology, LT-3028 Kaunas

Keywords:

9a-(2-phenylethenyl)-1,2,3,9a-tetrahydro-9H-imidazo[1,2-a]indol-2-one, 1,2,3,9a-tetrahydro-9H-imidazo[1,2-a]indol-2-one, alkylation, condensation

Abstract

Condensation of 1-alkyl-, 1-allyl-, and 1-benzyl-1,2,3,9a-tetrahydro-9H-imidazo[1,2-a]indol-2-ones with benzaldehydes in acetic acid and the following treatment of the reaction mixture with potassium hydroxide afforded 1-substituted 9a-(2-phenylethenyl)-1,2,3,9a-tetrahydro-9H-imidazo[1,2-a]indol-2-one derivatives. 1-Methyl- and 1-ethyl-9a-[2-(4-dimethylaminophenyl)ethenyl]-1,2,3,9a-tetrahydro-9H-imidazo[1,2-a]indol-2-ones were synthesized by alkylation of 9a-[2-(4-dimethyl-aminophenyl)ethenyl]-1,2,3,9a-tetrahydro-9H-imidazo[1,2-a]indol-2-one with methyl
and ethyl iodides in DMF in the presence of a strong base.

How to Cite
Šačkus, A.; Amankavičienė, V. Chem. Heterocycl. Compd. 2002, 38, 822. [Khim. Geterotsikl. Soedin. 2002, 931.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1020685704961

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Published

2002-07-25

Issue

No. 7 (2002)

Section

Original Papers