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Synthesis 2011(1): 168-172
DOI: 10.1055/s-0030-1258336
DOI: 10.1055/s-0030-1258336
PAPER
© Georg Thieme Verlag
Stuttgart ˙ New York
Indium(III) Chloride Catalyzed, Novel and Efficient Synthesis of Sugar-Annulated N-Aryltetrahydropyridines
Further Information
Received
6 September 2010
Publication Date:
26 November 2010 (online)
Publication History
Publication Date:
26 November 2010 (online)
![](https://www.thieme-connect.de/media/synthesis/201101/lookinside/thumbnails/10.1055-s-0030-1258336-1.jpg)
Abstract
δ-Hydroxy-α,β-unsaturated aldehydes undergo smooth coupling with enamines derived from arylamines and 1,3-diketones in the presence of 10% InCl3 in CH2Cl2 under mild reaction conditions to afford sugar fused N-aryltetrahydropyridine derivatives in good yields with high selectivity. The salient features of this method are high conversions, mild reaction conditions, short reaction times, high selectivity and operational simplicity.
Key words
Perlin aldehyde - 1,3-diketones - indium(III) salts - N-aryltetrahydropyridines
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