Regioselective nucleophilic substitution of halogen derivatives of 1-substituted 4-oxo-1,4-dihydroquinoline-3-carboxylic acids

I. Hermecz, Lelle Vasvári-Debreczy, Benjamin Podányi, Géza Kereszturi, Mária Balogh, Ágnes Horváth, Péter Várkonyi

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Abstract

The rate of the nucleophilic displacement of the fluoro atom of 7-fluoro-4-oxo-1,4-dihydroquinoline-3-carboxylate could be enhanced either by the introduction of further fluoro atom(s) into position(s) 6 and/or 8, or by the formation of a boron chelate (e.g. 3). The regioselectivity of the nucleophilic substitution of the chloro atom in 1-substituted 6-fluoro-7-chloro-4-oxo-1,4dihydroquinoline-3-carboxylic acids could also be enhanced by the formation of a boron chelate (e.g. 7).

Original languageEnglish
Pages (from-to)1111-1116
Number of pages6
JournalHeterocycles
Volume48
Issue number6
Publication statusPublished - 1998

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Halogens
Boron
Carboxylic Acids
Substitution reactions
Derivatives
Atoms
Regioselectivity
1,4-dihydroquinoline

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Hermecz, I., Vasvári-Debreczy, L., Podányi, B., Kereszturi, G., Balogh, M., Horváth, Á., & Várkonyi, P. (1998). Regioselective nucleophilic substitution of halogen derivatives of 1-substituted 4-oxo-1,4-dihydroquinoline-3-carboxylic acids. Heterocycles, 48(6), 1111-1116.

Regioselective nucleophilic substitution of halogen derivatives of 1-substituted 4-oxo-1,4-dihydroquinoline-3-carboxylic acids. / Hermecz, I.; Vasvári-Debreczy, Lelle; Podányi, Benjamin; Kereszturi, Géza; Balogh, Mária; Horváth, Ágnes; Várkonyi, Péter.

In: Heterocycles, Vol. 48, No. 6, 1998, p. 1111-1116.

Research output: Contribution to journalArticle

Hermecz, I, Vasvári-Debreczy, L, Podányi, B, Kereszturi, G, Balogh, M, Horváth, Á & Várkonyi, P 1998, 'Regioselective nucleophilic substitution of halogen derivatives of 1-substituted 4-oxo-1,4-dihydroquinoline-3-carboxylic acids', Heterocycles, vol. 48, no. 6, pp. 1111-1116.
Hermecz I, Vasvári-Debreczy L, Podányi B, Kereszturi G, Balogh M, Horváth Á et al. Regioselective nucleophilic substitution of halogen derivatives of 1-substituted 4-oxo-1,4-dihydroquinoline-3-carboxylic acids. Heterocycles. 1998;48(6):1111-1116.
Hermecz, I. ; Vasvári-Debreczy, Lelle ; Podányi, Benjamin ; Kereszturi, Géza ; Balogh, Mária ; Horváth, Ágnes ; Várkonyi, Péter. / Regioselective nucleophilic substitution of halogen derivatives of 1-substituted 4-oxo-1,4-dihydroquinoline-3-carboxylic acids. In: Heterocycles. 1998 ; Vol. 48, No. 6. pp. 1111-1116.
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