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Concomitant ring contraction cyclization strategy for the synthesis of novel 4-oxo-4,5-dihydro-pyrroloquinolines
Authors:Gabriel Thia Manh  Lucie Maingot  Uday Joshi  Stéphane Sabelle  Didier Dubreuil
Institution:a Laboratoire de Synthèse Organique (UMR-CNRS 6513/FR-CNRS 2465), Faculté des Sciences et des Techniques, 2 rue de la Houssinière, BP 92208, 44322 Nantes Cedex, France
b L'Oréal, Centre de Recherche Avancée, 1 avenue Eugène Schueller, BP 22, 93601 Aulnay-sous-Bois Cedex, France
Abstract:The synthesis of novel substituted pyrroloquinolinones is described by concomitant ring contraction cyclization form 2-(2-amino-5-nitro-phenyl)-4H]-1,3-thiazines, which were derived from N-substituted 5-nitro-anthranilonitrile. An easy access to novel 4-thiono-1,4-dihydro-1,3-quinazoline heterocycles is also mentioned.
Keywords:Hetero Diels-Alder reaction  Thiazines  Ring contraction  Pyrroloquinolinones
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