A facile and regioselective synthesis of 1,4-disubstituted 1,2,3-triazoles using click chemistry |
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| Authors: | Dalip Kumar V Buchi Reddy |
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| Institution: | a Chemistry Group, Birla Institute of Technology and Science, Pilani 333 031, India
b Clean Processes Branch, Sustainable Technology Division, National Risk Management Research Laboratory, U.S. Environmental Protection Agency, 26 W. Martin Luther King Drive, MS 443, Cincinnati, OH, USA |
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| Abstract: | 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 involves 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. |
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| Keywords: | α-Tosyloxy ketones 1 4-Disubstituted 1 2 3-triazoles Click chemistry Nitrogen heterocycles Copper iodide |
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