A regioselective approach toward the synthesis of pharmacologically important quinone-containing heterocyclic systems

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 deriva...

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Bibliographic Details
Published in:	Tetrahedron letters Vol. 50; no. 49; pp. 6869 - 6871
Main Authors:	Castellano, Sabrina, Santoriello, Marisabella, Campiglia, Pietro, Cardillo, Giovanna, Bertamino, Alessia, Gomez-Monterrey, Isabel, Novellino, Ettore, Sbardella, Gianluca
Format:	Journal Article
Language:	English
Published:	Elsevier Ltd 09-12-2009
Subjects:	Michael addition Quinone-containing antitumoral drugs Skraup reaction Michael addition Skraup reaction Quinone-containing antitumoral drugs
Online Access:	Get full text
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Summary:	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.
ISSN:	0040-4039 1873-3581
DOI:	10.1016/j.tetlet.2009.09.123