Synlett 2006(7): 1071-1074  
DOI: 10.1055/s-2006-939706
LETTER
© Georg Thieme Verlag Stuttgart · New York

Metal-Free Brønsted Acid Catalyzed Transfer Hydrogenation - New Organocatalytic Reduction of Quinolines

Magnus Rueping*, Thomas Theissmann, Andrey P. Antonchick
Degussa Endowed Professorship, Institute of Organic Chemistry and Chemical Biology, Johann-Wolfgang Goethe University Frankfurt am Main, Marie-Curie-Str. 11, 60439 Frankfurt, Germany
Fax: +49(69)79829248; e-Mail: M.Rueping@chemie.uni-frankfurt.de;
Further Information

Publication History

Received 1 February 2006
Publication Date:
24 April 2006 (online)

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Abstract

The first metal-free Brønsted acid catalyzed hydrogenation of quinolines using Hantzsch dihydropyridine as the hydrogen source has been developed. This, so far unprecedented organocatalytic reduction of heteroaromatic compounds provides a variety of differently substituted 1,2,3,4-tetrahydroquinolines in excellent yields under mild reaction conditions using a remarkably low amount of Brønsted acid catalyst.