ORGN 779 |
| 1,2,3-Triazoles possess unique physical and chemical properties and have been explored for numerous medicinal and materials applications. While the Cu(I)- and Ru(II)-catalyzed 1,3-dipolar cycloadditions of azides and alkynes efficiently provide access to a wide array of N1- substituted 1,2,3-triazoles, regioselective synthesis of the N2 isomers remains challenging. Our research has recently focused on developing methods for the regioselective functionalization of NH-1,2,3-triazoles. For example, we have developed a general methodology for the synthesis of N2-substituted isomers via the conjugate addition to α,β-unsaturated carbonyl systems. Conjugate addition of 4,5-dibromo-NH-1,2,3-triazole followed by Pd(0)-catalyzed amination, arylation, or alkynylation readily provides 2,4,5-trisubstituted triazoles in a simple, iterative manner. This methodology allows rapid assembly of interesting molecular architectures.
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Combinatorial, Parallel and Process Chemistry, Heterocycles, Aromatics, New Reactions and Methodology
8:00 PM-10:00 PM, Wednesday, August 22, 2007 BCEC -- Exhibit Hall - B2, Poster
Division of Organic Chemistry |
