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Synthesis of regiospecifically substituted quinolines from anilines

Chelucci, Giorgio Adolfo and Manca, Ilaria and Pinna, Gérard Aimé (2005) Synthesis of regiospecifically substituted quinolines from anilines. Tetrahedron Letters, Vol. 46 (5), p. 767-770. ISSN 0040-4039. Article.

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DOI: 10.1016/j.tetlet.2004.12.020

Abstract

A protocol for the synthesis of quinolines substituted on both pyridine and benzo-fused rings is reported. The method is based on the formylation of a substituted N-(tert-butoxycarbonyl)aniline followed by direct cyclisation and aromatisation of the intermediate product obtained by condensation of the formed N-Boc o-aminobenzaldehyde with an enolisable carbonyl compound. Yields up to 88% have been obtained.

Item Type:Article
ID Code:436
Status:Published
Refereed:Yes
Uncontrolled Keywords:Quinolines, nitrogen heterocycles, formylation, azaannulation
Subjects:Area 03 - Scienze chimiche > CHIM/06 Chimica organica
Area 03 - Scienze chimiche > CHIM/08 Chimica farmaceutica
Divisions:001 Università di Sassari > 01 Dipartimenti > Chimica
001 Università di Sassari > 01 Dipartimenti > Farmaco, chimico, tossicologico
Publisher:Pergamon / Elsevier
ISSN:0040-4039
Copyright Holders:© 2004 Elsevier
Deposited On:18 Aug 2009 10:02

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