Title of Paper:Iridium-Catalyzed Highly Regioselective Azide-Ynamide Cycloaddition to Access 5-Amido Fully Substituted 1,2,3-Triazoles under Mild, Air, Aqueous, and Bioorthogonal Conditions

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Date of Publication:2017-11-17

Journal:ORGANIC LETTERS

Included Journals:SCIE、PubMed

Volume:19

Issue:22

Page Number:6200-6203

ISSN No.:1523-7060

Abstract:A highly regioselective method to access 5-amido fully Substituted 1,2,3-triazoles by iridium-catalyzed-azide-ynamide cycloaddition under mild, air, aqueous, and bioorthogonal conditions is reported. The excellent regioselectivities may derive from, the strong coordination between the carbonyl Oxygen of ynamide and the pi-acidic iridium. Since the iridium ion is insensitive to oxygen/water and exhibits low cytotoxicity, it could catalyze this reaction in both organic and biological environments efficiently. Preparation in gram-scale and application in carbohydrates highlight this method.