Synfacts 2007(9): 0909-0909  
DOI: 10.1055/s-2007-968900
Synthesis of Heterocycles
© Georg Thieme Verlag Stuttgart · New York

Improved Friedländer Synthesis of Quinolines

Contributor(s): Victor Snieckus, Toni Rantanen
L. Zhang, J. Wu
Shanghai Institute of Organic Chemistry and Fudan University, Shanghai, P. R. of China
Further Information

Publication History

Publication Date:
23 August 2007 (online)


Reported is a new, mild, and efficient procedure for the Friedländer quinoline synthesis utilizing Lewis acid surfactant-combined catalysts (LASC). The environmentally benign methodology utilizes mild reaction conditions in the presence of air and water as the solvent. A number of LASC-catalysts were tested, and it was found that Sc(O3SOC12H25)3 yielded the best results. The substrate scope was studied by investigating reactions of three different aminoaryl ketones with various α-methylene ketones. The expected multisubstituted quinoline structures were obtained in excellent yields in all cases.