Journal
TETRAHEDRON
Volume 64, Issue 48, Pages 10825-10830Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tet.2008.09.021
Keywords
SiO2-NHC-Cu(1); [3+2] Cycloaddition; Recyclable; Organic azides; Alkynes; Solvent-free
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Funding
- National Natural Science Foundation of China [20772043, 20572031]
- Key Project of Science and Technology of the Department of Education, Anhui Province, China [ZD2007005-1]
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A novel SiO2-NHC-Cu(I) 3b was developed and used as a highly efficient catalyst for [3+2] cycloaddition of organic azides and terminal alkynes. In the presence of SiO2-NHC-Cu(I) 3b (1 mol %), the reactions of terminal alkynes with organic azides underwent smoothly to generate the corresponding regiospecific 1,4-disubstituted 1,2,3-triazoles in excellent yields under solvent-free reaction conditions at room temperature. Furthermore, catalyst 3b was quantitatively recovered from the reaction mixture by a simple filtration and reused for 10 cycles without loss of its activity. (C) 2008 Elsevier Ltd. All rights reserved.
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