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Rhodium-Catalyzed Azide-Alkyne Cycloaddition of Internal Ynamides: Regioselective Assembly of 5-Amino-triazoles under Mild Conditions

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A rhodium-catalyzed azide–alkyne cycloaddition of internal ynamides is described. The reaction could be performed in a wide range of solvents, including aqueous media, under mild conditions without careful exclusion of… Click to show full abstract

A rhodium-catalyzed azide–alkyne cycloaddition of internal ynamides is described. The reaction could be performed in a wide range of solvents, including aqueous media, under mild conditions without careful exclusion of air and moisture, giving a variety of 5-amino-triazoles as a single regioisomer. The mechanism of regioselective cycloaddition was rationalized by means of density functional theory calculations.

Keywords: cycloaddition; cycloaddition internal; rhodium catalyzed; alkyne cycloaddition; azide alkyne; catalyzed azide

Journal Title: ACS Catalysis
Year Published: 2017

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