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Synthesis 2009(7): 1185-1189
DOI: 10.1055/s-0028-1088014
DOI: 10.1055/s-0028-1088014
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Synthesis of 11H-Indolo[3,2-c]quinoline-6-carboxylic Acids by Cascade Autoxidation-Ring Contractions
Further Information
Received
3 October 2008
Publication Date:
16 March 2009 (online)
Publication History
Publication Date:
16 March 2009 (online)
Abstract
11H-Indolo[3,2-c]quinoline-6-carboxylic acids are prepared in moderate yields from paullones [7,12-dihydroindolo[3,2-d][1]benzazepin-6(5H)-ones] by reaction with molecular oxygen in the presence of N-hydroxyphthalimide and cobalt(II) acetate. A reaction mechanism is suggested comprising initial autoxidation reaction with subsequent ring contraction.
Key words
indoloquinoline - oxidation - oxygen - ring contraction - paullone
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