Azide-alkyne cycloaddition (click) reaction in biomass-derived solvent Cyrene TM under one-pot conditions

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Abstract

It was demonstrated that Cyrene TM as a biomass-originated polar aprotic solvent could be utilized as an alternative reaction medium for copper(I)-catalyzed azide-alkyne cycloaddition (click or CuAAC) reaction, for the synthesis of various 1,2,3-triazoles under mild conditions. Nineteen products involving N -substituted-4-phenyl-1 H -1,2,3- and 1-allyl-4-substituted-1 H -1,2,3-triazoles were synthesized under one-pot conditions and isolated with good to excellent yields (50–96%) and purity (>98%). The observed results represent an example that proves that biomass-derived safer solvents can be introduced into a synthetically important transformation exhibiting higher chemical and environmental safety.

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