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104. Synthesis and Reactions of 5-Hydroxy-pyrido[3,2,1-jk]carbazol-4,6-diones
W. Stadlbauer, H. V. Dang and B. Knobloch, in Proceedings of ECSOC-10, The Tenth International Electronic Conference on Synthetic Organic Chemistry, http://www.usc.es/congresos/ecsoc/10/ECSOC10.htm, November 1-30, 2006; J. A. Seijas, M. P. Vázquez Tato (Eds). CD-ROM, edition ISBN 3-906980-18-9, Published in 2006 by MDPI, Basel, Switzerland.

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.


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