4.4 Article

Regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles via three-component coupling of secondary alcohols, TMSN3 and alkynes

Journal

TETRAHEDRON LETTERS
Volume 48, Issue 33, Pages 5831-5834

Publisher

PERGAMON-ELSEVIER SCIENCE LTD
DOI: 10.1016/j.tetlet.2007.06.069

Keywords

1,4-disubstituted 1,2,3-triazoles; 1,3-dipolar cycloaddition; secondary alcohols; azide; Cu(OTf)(2)

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1.4-Disubstituted 1.2.3-triazoles are obtained in excellent yields via a three-component coupling of secondary alcohols, alkynes and trimethylsilyl azide (TMSN3). This one-pot reaction occurs through in situ generation of an azide from the alcohol and TMSN3, followed by 1,3-dipolar cycloaddition of the terminal alkyne to afford the corresponding disubstituted triazoles. (c) 2007 Elsevier Ltd. All rights reserved.

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