An Enolate-Mediated Organocatalytic Azide-Ketone [3+2]-Cycloaddition Reaction: Regioselective High-Yielding Synthesis of Fully Decorated 1,2,3-Triazoles

Shashank, Adluri B. ; Karthik, S. ; Madhavachary, R. ; Ramachary, Dhevalapally B. (2014) An Enolate-Mediated Organocatalytic Azide-Ketone [3+2]-Cycloaddition Reaction: Regioselective High-Yielding Synthesis of Fully Decorated 1,2,3-Triazoles Chemistry - A European Journal, 20 (51). pp. 16877-16881. ISSN 0947-6539

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Official URL: http://doi.org/10.1002/chem.201405501

Related URL: http://dx.doi.org/10.1002/chem.201405501

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.

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Deposited On:03 Jul 2021 07:47
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