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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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.
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