Events The 10th International Electronic Conference on Synthetic Organic Chemistry

Event submissions

Published

This submission belongs to the session a. General Organic Synthesis of the event The 10th International Electronic Conference on Synthetic Organic Chemistry

Published date

30 Nov, 2006

Citation

Bernd Knobloch, Hoai V. Dang, Wolfgang Stadlbauer, Synthesis and Reactions of 5-Hydroxy-pyrido[3,2,1-jk]carbazol-4,6-diones, in Proceedings of The 10th International Electronic Conference on Synthetic Organic Chemistry, 1 November–30 November 2006, MDPI: Basel, Switzerland, doi: 10.3390/ecsoc-10-01389

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Synthesis and Reactions of 5-Hydroxy-pyrido[3,2,1-jk]carbazol-4,6-diones

Wolfgang Stadlbauer ¹

Hoai V. Dang ¹

Bernd Knobloch ¹

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

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