Aim and Objective: The aim of our work is to demonstrate catalytic application of our previously
reported simple Cu(I) ion supported on weakly acidic polyacrylate resin for Azide-Alkyne cycloaddition
(CuAAC), Azide-Nitrile cycloaddition and in synthesis of 1-azido-4-methoxybenzene.
Material and Method:
To investigate the catalytic ability of title Cu(I) catalyst we performed the reaction of
different aryl azide with a broader spectrum of different terminal alkyne and nitrile compounds.
Results:
The title supported Cu(I) catalyzes cycloaddition reactions of aryl azide with aliphatic, aromatic, and
heterocyclic terminal alkynes and corresponding 1,4-disubstituted 1,2,3-triazoles were obtained almost in the
quantitative yields. The cycloaddition reactions of aryl azide with nitriles consisting α-hydrogen on carbon attached
to cyano group under catalytic action of the title supported Cu(I) ended up with the formation of 1,4-
disubstituted 1,2,3-triazol-5-amines in quantitative yields. The title catalyst found to be active for nucleophilic
substitution of aide group (-N3) to 4-Iodoanisole.
Conclusion:
It was found that both studied Azide-Alkyne cycloaddition and Azide-Nitrile cycloaddition syntheses
are regioselective and quantitative in yield. The title catalyst used is economical, easily preparable, separable,
and recyclable. Therefore, the studied syntheses may be regarded as environmentally clean and green
processes.
Asymmetric 1,3-Dipolar Cycloaddition Reactions of Azomethine Imines with Acrolein Catalyzed by L-Proline and Its Derivatives
