Journal
TETRAHEDRON
Volume 66, Issue 39, Pages 7762-7772Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2010.07.075
Keywords
Heterocycles; Piperidines; Iodine; 1,3-Dicarbonyl compounds; Amines; Aldehydes
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Funding
- UGC, New Delhi, India
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A simple and convenient one-pot multicomponent reaction (MCR) has been developed for the synthesis of highly functionalized piperidines catalyzed by molecular iodine. This strategy demonstrated five-component reactions of 1,3-dicarbonyl compounds, amines and aromatic aldehydes in methanol using 10 mol % of iodine at room temperature. This methodology provides an alternative approach for easy access of highly and fully substituted piperidines in moderate to good yields using three readily available starting materials. Notably, this method is mild, cheap, straight forward, applicable to broad range of substrates and environmentally friendly as compared to the existing methods. Synthetic and mechanistic studies are presented here. (C) 2010 Elsevier Ltd. All rights reserved.
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