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Investigation of 2,3'-Biquinolyl. 11. Regioselectivity in the Hydroxylation of 1-Alkyl-3-(2-quinolyl)quinolinium Halides

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Chemistry of Heterocyclic Compounds Aims and scope

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.

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Nadein, O.N., Aksenov, A.V. Investigation of 2,3'-Biquinolyl. 11. Regioselectivity in the Hydroxylation of 1-Alkyl-3-(2-quinolyl)quinolinium Halides. Chemistry of Heterocyclic Compounds 37, 867–871 (2001). https://doi.org/10.1023/A:1012403725287

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  • DOI: https://doi.org/10.1023/A:1012403725287

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