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Synthesis and Reactions of 5-Hydroxy-pyrido[3,2,1-jk]carbazol-4,6-diones
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1  Institut für Chemie, Organic Synthesis Group, Karl-Franzens-University of Graz, Heinrichstrasse 28, A-8010 Graz, Austria

Abstract: Oxidative hydroxylation of pyrido[3,2,1-jk]carbazol-6-ones by hydrogen peroxide, peroxy carboxylic acids or nitric acid leads to 5-hydroxypyrido[3,2,1-jk]carbazole-4,6-diones, which give in alkaline solution ring contraction to oxindoles, dioxindoles and ring opening reactions to carbazolyl-hydroxyphenylpropanones depending on the reaction conditions and substituents at position 5. Wittig olefination of 5-hydroxypyrido[3,2,1-jk]carbazole-4,6-diones gives [2-(3-alkyl-3-hydroxy-2-oxo-1,2,3,4-tetrahydro-quinolinylidene)]-acetates.
Keywords: n/a