Journal
TETRAHEDRON
Volume 68, Issue 1, Pages 363-369Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2011.09.105
Keywords
Tetrahydropyridines; Silica-supported boron trifluoride; One-pot synthesis; Tandem reaction
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Funding
- ministry of knowledge economy of the Korean government
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Silica-supported boron trifluoride (BF3 center dot SiO2) was used as an efficient and reusable catalyst for the synthesis of highly diversified tetrahydropyridines by one-pot multicomponent reactions of amines and aldehydes with beta-ketoester. This method proceeds through the intermolecular Mannich reaction followed by intramolecular Mannich reaction. The observed hydrogen bonding interaction was studied in detail with single crystal X-ray diffraction analysis and Etter's graph. Finally, this method has the advantage of easy work-up, convenient, relatively short reaction times and the products were isolated with high yields. (C) 2011 Elsevier Ltd. All rights reserved.
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