Issue 14, 1996

Polyaza heterocycles. Part 3. Halogenation of 1-substituted quinoxalino[2,3-c]cinnolines: mechanistic implications

Abstract

Since it has been proposed that halogenation of quinoxalino[2,3-c]cinnolines at C-10, using hydrogen chloride or bromide in chloroform, occurs through initial protonation of the substrate at N-12, attempts have been made to inhibit this protonation by the introduction of an additional substituent at C-1. Where this substituent is chloro, bromo or methyl, chlorination still occurs preferentially at C-10, although the yield and the reaction rate decrease along the series, lending weight to the mechanistic proposal.

Article information

Article type
Paper

J. Chem. Soc., Perkin Trans. 1, 1996, 1699-1703

Polyaza heterocycles. Part 3. Halogenation of 1-substituted quinoxalino[2,3-c]cinnolines: mechanistic implications

I. W. Harvey, D. M. Smith and C. R. White, J. Chem. Soc., Perkin Trans. 1, 1996, 1699 DOI: 10.1039/P19960001699

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