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Synthesis of regiospecifically substituted quinolines from anilines
Authors:Giorgio Chelucci  Ilaria Manca
Institution:a Dipartimento di Chimica, Università di Sassari, via Vienna 2, I-07100 Sassari, Italy
b Dipartimento Farmaco Chimico Tossicologico, Università di Sassari, via Muroni 23, I-07100 Sassari, Italy
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.
Keywords:Quinolines  Nitrogen heterocycles  Formylation  Azaannulation
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