4-HYDROXY-2-QUINOLONES. 169. SYNTHESIS AND BROMINATION OF 1-ALLYL-3-(ARYLAMINOMETHYLENE)QUINOLINE-2,4-(1H,3H)-DIONES

Authors

  • И. В. Украинец National University of Pharmacy, Kharkiv 61002
  • Лю Янян National University of Pharmacy, Kharkiv 61002
  • Н. Л. Березнякова National University of Pharmacy, Kharkiv 61002
  • А. В. Туров Taras Shevchenko National University, Kiev 01033

DOI:

https://doi.org/10.1007/6564

Keywords:

1-allyl-3-(arylaminomethylene)quinoline-2, 4-(1H, 3H)-diones, 1-allyl-4-hydroxy-2-oxo-1, 2-dihydroquinoline-3-carbaldehyde, enamines, oxazolo[3, 2-a]quinolines, Schiff bases, bromination, halocyclization

Abstract

Bromination of 1-allyl-substituted 3-(arylaminomethylene)quinoline-2,4-(1H,3H)-diones with one equivalent of molecular bromine in glacial acetic acid and subsequent dilution of the reaction mixture with water is accompanied by halocyclization and hydrolysis to form 2-bromomethyl-5-oxo-1,2 dihydro-5H-oxazolo[3,2-a]quinoline-4-carbaldehyde.

How to Cite
Ukrainets, I. V.; Yangyang, Liu; Bereznyakova, N. L.; Turov, A. V.  Chem. Heterocycl. Compd. 2009, 45, 1235. [Khim. Geterotsikl. Soedin. 2009, 1539.]

For this article in the English edition see DOI 10.1007/s10593-010-0412-6



Published

2022-02-10

Issue

Section

Original Papers