ORGN 689 |
Cu(I)-catalyzed proline promoted one-pot reaction of aryl halides, NaN3 and terminal alkynes
| Alina K. Feldman, Benoit Colasson, Valery V. Fokin, and K. Barry Sharpless. Department of Chemistry, The Scripps Research Institute, 10550 North Torrey Pines Road, BCC-315, La Jolla, CA 92037 |
| The Cu(I)-catalyzed ligation reaction of organic azides and terminal alkynes to generate 1,2,3-triazoles enjoys wide substrate scope, mild reaction conditions and very high yields. One of the very few drawbacks of the reaction is the fact that some azides, particularly low molecular weight compounds and small molecule polyazides, are unstable and certain classes of azide starting materials are difficult to prepare. We present a high yielding one-pot route to aryl triazoles from a variety of readily available aryl halides. Synthetic advantages as well as mechanistic considerations will be discussed. 
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New Reactions, Methodology, Heterocycles, Aromatics
8:00 PM-10:00 PM, Wednesday, August 25, 2004 Pennsylvania Convention Center -- Hall D, Poster
Sci-Mix
8:00 PM-10:00 PM, Monday, August 23, 2004 Pennsylvania Convention Center -- Hall D, Sci-Mix
Division of Organic Chemistry
The 228th ACS National Meeting, in Philadelphia, PA, August 22-26, 2004
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