INVESTIGATION OF 2,3'-BIQUINOLYL. 11. REGIOSELECTIVITY IN THE HYDROXYLATION OF 1-ALKYL-3-(2-QUINOLYL)QUINOLINIUM HALIDES

Authors

  • О. Н. Надеин Stavropol State University, 355009 Stravopol
  • А. В. Аксенов North Caucasus State Technical University, 355029 Stavropol

Keywords:

2,3'-biquinolyls, 1-alkyl-3-(2-quinolyl)quinolinium halides, 1-alkyl-3-(2-quinolyl)-1,2-dihydro-2-quinolones, 1-alkyl-3-(2-quinolyl)-1,4-dihydro-4-quinolones, hydroxylation, oxidation, nucleophilic addition, regioselectivity

Abstract

The hydroxylation of 1-alkyl-3-(2-quinolyl)quinolinium halides by an alkaline solution of K3[Fe(CN)6] in aqueous 1,4-dioxane leads to a mixture of 1-alkyl-3-(2-quinolyl)-1,2-dihydro-2-quinolones and 1-alkyl-3-(2-quinolyl)-1,4-dihydro-4-quinolones with predominance of the former. The use of the system of K3[Fe(CN)6]/Mg(OH)2 in aqueous 1,4-dioxane leads to the regiospecific formation of 1-alkyl-3-(2-quinolyl)-1,4-dihydro-4-quinolones.

How to Cite
Nadein, O. N.; Aksenov, A. V. Chem. Heterocycl. Compd. 2001, 37, 867. [Khim. Geterotsikl. Soedin. 2001, 942.]

For this article in the English edition, see DOI https://doi.org/10.1023/A:1012403725287

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Published

2001-07-25

Issue

No. 7 (2001)

Section

Original Papers