https://doi.org/10.15255/KUI.2014.019
Published: Kem. Ind. 64 (9-10) (2015) 499−512
Paper reference number: KUI-19/2014
Paper type: Review
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1,3-Dipolar Cycloaddition (Part II): Three-Component Cu(I) Catalysed Click Reactions

L. Krstulović, D. Saftić, J. Matić, M. Bajić and B. Žinić

Abstract

The Cu(I) catalysed reaction of sulfonyl or phosphoryl azide and terminal alkyne obtains a ketenimine intermediate that reacts with nucleophiles like water, alcohols, amines, imines, pyrroles or indoles producing corresponding amides, imidates, amidines and substituted heterocycles, in one reaction step. These selective reactions are characterised by mild reaction conditions (room temperature, presence of air and water), without steric or electron influence of substituents on the reaction outcome.

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Keywords

alkyne, azide, click chemistry, three-component reaction