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Efficient synthesis of 2-substituted-1,2,3-triazoles

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ORGANIC LETTERS
卷 10, 期 15, 页码 3171-3174

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AMER CHEMICAL SOC
DOI: 10.1021/ol8006748

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  1. NIGMS NIH HHS [GM28384] Funding Source: Medline

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In this three-component reaction, alkynes undergo a copper(I)-catalyzed cycloaddition with sodium azide and formaldehyde to yield 2-hydroxymethyl-2H-1,2,3-triazoles, which are useful intermediates that can be readily converted to polyfunctional molecules. The hydroxymethyl group can also be removed, providing convenient access to NH-1,2,3-triazoles. The reaction is experimentally simple and readily scalable.

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