Download PDF
Synfacts 2009(9): 0974-0974  
DOI: 10.1055/s-0029-1217678
Synthesis of Materials and Unnatural Products
© Georg Thieme Verlag Stuttgart ˙ New York

Rapid Access to Diphenyl- and Acenaphthoquinoline Derivatives

Contributor(s): Timothy M. Swager, David M. Chenoweth
T. Juspin, T. Terme, P. Vanelle*
Universités d’Aix-Marseille I, II et III, France
Further Information

Publication History

Publication Date:
21 August 2009 (online)

    Permissions and Reprints

Significance

In this report a rapid two-step synthesis of diphenylquinoline and acenaphthoquinoline derivatives was developed. The method utilizes a tetrakis(dimethylamino)ethylene (TDAE)-induced nitrobenzylcarbanion addition to α-diketones followed by iron-catalyzed reduction and cyclodehydration. Selective mono-addition to the α-diketones was observed without the formation of double-addition products even in the presence of excess nitrobenzyl anion or increased reaction times.