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Transition-Metal-Free Indirect Friedländer Synthesis of Quinolines from Alcohols

Ricardo Martínez, Diego J. Ramón* and Miguel Yus*

*Instituto de Síntesis Orgánica (ISO) and Departamento de Química Orgánica, Facultad de Ciencias, Universidad de Alicante, Apdo. 99, E-03080-Alicante, Spain, Email: djramonua.es, yusua.es

R. Martínez, D. J. Ramón, M. Yus, J. Org. Chem., 2008, 73, 9778-9780.

DOI: 10.1021/jo801678n


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Abstract

A direct reaction between 2-aminobenzylic alcohol derivatives and either ketones or alcohols in the presence of a base and benzophenone as hydride scavenger allows the synthesis of polysubstituted quinolines without any transition-metal catalyst.


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Key Words

Friedländer Synthesis, Oppenauer Oxidation, Quinolines


ID: J42-Y2008-3590