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Cu-I-catalyzed alkyne-azide click cycloadditions from a mechanistic and synthetic perspective

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2006, Issue 1, Pages 51-68

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.200500483

Keywords

click chemistry; cycloaddition; heterocycles; molecular diversity; azides

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Cu-I-catalyzed alkyne-azide cycloaddition provides 1,4-disubstituted 1,2,3-triazoles with such efficiency and scope that the transformation has been described as click chemistry. An overview of the mechanism of this remarkable reaction is presented as a means to explain the myriad of experimental results, particularly the various methods of catalyst generation, solvent and substrate effects, and choice of base or ligand. Both solution-phase and solid-phase results are comprehensively examined. ((c) Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006).

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