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Synthesis 2011(8): 1227-1232
DOI: 10.1055/s-0030-1259978
DOI: 10.1055/s-0030-1259978
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Pd/C-Catalyzed Reductive Formylation of Indoles and Quinolines Using Formic Acid
Weitere Informationen
Received
6 January 2011
Publikationsdatum:
30. März 2011 (online)
Publikationsverlauf
Publikationsdatum:
30. März 2011 (online)
![](https://www.thieme-connect.de/media/synthesis/201108/lookinside/thumbnails/10.1055-s-0030-1259978-1.jpg)
Abstract
A two-step, one-pot domino reaction methodology was developed to synthesize a variety of N-formylindolines and N-formyltetrahydroquinolines from the corresponding indoles and quinolines. In the first step, the heterocyclic compounds are reduced to the corresponding dihydro or tetrahydro products by a Pd/C-catalyzed transfer hydrogenation using formic acid as a hydrogen donor. In the second step, nitrogen is formylated by formic acid to afford the final products in very good isolated yields.
Key words
catalytic transfer hydrogenation - indoles - quinolines - formylation - domino reaction
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References
See the spectroscopic data for more information.