Journal
TETRAHEDRON LETTERS
Volume 53, Issue 14, Pages 1843-1846Publisher
PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2012.01.141
Keywords
Benzylation and allylation; Alkylation; Yb(OTf)(3); 1,3-dicarbonyl compounds; N-tosyl amino group
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Funding
- National Nature Science Foundation of China [20672035]
- key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences
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A simple, inexpensive, environmentally friendly, and highly efficient benzylation and allylation of 1,3-dicarbonyl compounds with sulfonamides in the presence of Yb(OTf)(3) is described. Yb(OTf)(3) was proved to be a good catalyst for the cleavage of sp(3) carbon-nitrogen bond. Various 1,3-dicarbonyl compounds can couple with a broad range of tosyl-activated benzylic and allylic amines to give diversely functionalized products in good to excellent yields. (C) 2012 Elsevier Ltd. All rights reserved.
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