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An Enolate‐Mediated Organocatalytic Azide–Ketone [3+2]‐Cycloaddition Reaction: Regioselective High‐Yielding Synthesis of Fully Decorated 1,2,3‐Triazoles
Authors:Adluri B Shashank  S Karthik  R Madhavachary  Prof?Dr Dhevalapally B Ramachary
Institution:Catalysis Laboratory, School of Chemistry, University of Hyderabad, Hyderabad‐500 046 (India), Fax: (+91)?40‐23012460
Abstract:An enolate‐mediated organocatalytic azide–ketone 3+2]‐cycloaddition (OrgAKC) reaction of a variety of enolizable arylacetones and deoxybenzoins with aryl azides was developed for the synthesis of fully decorated 1,4‐diaryl‐5‐methyl(alkyl)‐1,2,3‐triazoles in excellent yields with high regioselectivity at 25 °C for 0.5–6 h. This reaction has an excellent outcome with reference to reaction rate, yield, regioselectivity, operation simplicity, and availability of substrates and catalyst. This reaction has advantages over the previously known metal‐mediated reactions.
Keywords:azides  click reaction  ketones  organocatalysis  triazoles
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