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Synthetic Communications
An International Journal for Rapid Communication of Synthetic Organic Chemistry
Volume 25, 1995 - Issue 24
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Original Articles

Substituted 8-Methoxyquinolines: Regioselective Bromination, Coupling Reactions and Cyclization to an 11H-Indolo[3,2-C]quinoline

Francois Trécourt Laboratoire de Chimie Organique Fine et Hétérocyclique de l′IRCOF, URA CNRS 1429 Institut National des Sciences Appliquées de Rouen, BP 08, 76131, Mont-Saint-Aignan, Cedex, France
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Florence Mongin Laboratoire de Chimie Organique Fine et Hétérocyclique de l′IRCOF, URA CNRS 1429 Institut National des Sciences Appliquées de Rouen, BP 08, 76131, Mont-Saint-Aignan, Cedex, France
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Marc Mallet Laboratoire de Chimie Organique Fine et Hétérocyclique de l′IRCOF, URA CNRS 1429 Institut National des Sciences Appliquées de Rouen, BP 08, 76131, Mont-Saint-Aignan, Cedex, France
&
Guy Quéguiner Laboratoire de Chimie Organique Fine et Hétérocyclique de l′IRCOF, URA CNRS 1429 Institut National des Sciences Appliquées de Rouen, BP 08, 76131, Mont-Saint-Aignan, Cedex, France
Pages 4011-4024 | Received 06 Apr 1995, Published online: 23 Sep 2006
 
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Abstract

5, 7-Disubstituted 8-methoxyquinolines were brominated at C-3 position. The palladium-catalyzed cross-coupling of obtained 3-bromoquinolines with phenylboric acids gave corresponding 3-arylquinolines from which a substituted 11H-indolo[3,2-c]quinoline could be synthesized.

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