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A regioselective approach toward the synthesis of pharmacologically important quinone-containing heterocyclic systems
Authors:Sabrina Castellano   Marisabella Santoriello   Pietro Campiglia   Giovanna Cardillo   Alessia Bertamino   Isabel Gomez-Monterrey   Ettore Novellino  Gianluca Sbardella  
Affiliation:aDipartimento di Scienze Farmaceutiche, Università degli Studi di Salerno, Via Ponte Don Melillo, 84084 Fisciano, Italy;bDipartimento di Chimica Farmaceutica e Tossicologica, Università di Napoli ‘Federico II’, Via D. Montesano 49, 80131 Napoli, Italy
Abstract:An inexpensive and regioselective approach to dihydrothieno[3,2-g]quinoline-4,9-dione is reported. A combination of a mild version of Skraup reaction with a sequential substitution/Michael addition allowed the selective preparation in acceptable yield of a pharmacologically important quinone derivative, previously obtained only in trace and together with the other regioisomer.
Keywords:Skraup reaction   Michael addition   Quinone-containing antitumoral drugs
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