Review article

https://doi.org/10.15255/KUI.2014.019

1,3-Dipolar Cycloaddition (Part II): Three-Component Cu(I) Catalysed Click Reactions

L. Krstulović ; Department of Chemistry and Biochemistry, Faculty of Veterinary Medicine, University of Zagreb, Heinzelova 55, 10 000 Zagreb, Croatia
D. Saftić ; Laboratory of Supramolecular and Nucleoside Chemistry, Division of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, Bijenička cesta 54, 10 000 Zagreb, Croatia
J. Matić ; Laboratory for the study of interactions of biomacromolecules, Division of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, Bijenička cesta 54, 10 000 Zagreb, Croatia
M. Bajić ; Department of Chemistry and Biochemistry, Faculty of Veterinary Medicine, University of Zagreb, Heinzelova 55, 10 000 Zagreb, Croatia
B. Žinić ; Laboratory of Supramolecular and Nucleoside Chemistry, Division of Organic Chemistry and Biochemistry, Ruđer Bošković Institute, Bijenička cesta 54, 10 000 Zagreb, Croatia

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.

Keywords

Alkyne; azide; click chemistry; copper; three-component reaction

Hrčak ID:

145124

URI

https://hrcak.srce.hr/145124

Publication date:

17.9.2015.

Article data in other languages: croatian

Visits: 2.113 *