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A facile and regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles using click chemistry
Citation:
Kumar, D., V. B. Reddy, AND R. S. VARMA. A facile and regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles using click chemistry. TETRAHEDRON LETTERS. Elsevier Science Ltd, New York, NY, 50(18):2065-2068, (2009).
Impact/Purpose:
α -Tosyloxy ketones; 1,4-Disubstituted 1,2,3-triazoles; Click chemistry; Nitrogen heterocycles; Copper iodide
Description:
The reaction of α-tosyloxy ketones, sodium azide and terminal alkynes in presence of copper(I) in aqueous polyethylene glycol afforded regioselectively 1,4-disubstituted 1,2,3-triazoles in good yield at ambient temperature. The one-pot exclusive formation of 1,4-disubstituted 1,2,3-triazoles involve in situ formation of α-azido ketones, followed by cycloaddition reaction with terminal alkyne. The generality of this one-pot method was demonstrated by synthesizing an array of diverse 1,4-disubstituted 1,2,3-triazoles.
URLs/Downloads:
A FACILE AND REGIOSELECTIVE SYNTHESIS OF 1,4-DISUBSTITUTED 1,2,3-TRIAZOLES USING CLICK CHEMISTRY