Cited by 1,452Click Chemistry and ApplicationsCatalytic Alkyne ReactionsOrganic Chemistry Cycloaddition Reactions

CuI‐Catalyzed Alkyne–Azide “Click” Cycloadditions from a Mechanistic and Synthetic Perspective

Bock, Victoria D., Hiemstra, Henk, van Maarseveen, Jan H.·2006·European Journal of Organic Chemistry

Abstract

Abstract CuI‐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. (© Wiley‐VCH Verlag GmbH & Co. KGaA, 69451 Weinheim, Germany, 2006)

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Crossref · 10.1002/ejoc.200500483

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Authors
Bock, V. D., Hiemstra, H., & van Maarseveen, J. H.
Affiliations
University of Amsterdam (NL)
Venue
European Journal of Organic Chemistry
Publisher
Wiley
Published
2005-12-14
Volume
2006
Issue
1
Pages
51-68
ISSN
  • 1099-0690 (ISSN-L)
  • 1434-193X
OpenAlex
W2148075008
Cited by
1,452
References
107
Citations by year
2026: 11 · 2025: 22 · 2024: 31 · 2023: 24 · 2022: 24 · 2021: 32 · 2020: 34 · 2019: 53 · 2018: 52 · 2017: 54 · 2016: 87 · 2015: 82 · 2014: 106 · 2013: 96 · 2012: 106
FWCI
56.05
Type
journal article
Language
en
Open access
closed
Locations
European Journal of Organic Chemistry (publishedVersion)
Topics
  • Physical Sciences › Chemistry › Organic Chemistry › Click Chemistry and Applications
  • Physical Sciences › Chemistry › Organic Chemistry › Catalytic Alkyne Reactions
  • Physical Sciences › Chemistry › Organic Chemistry › Organic Chemistry Cycloaddition Reactions
Keywords
copper(I) iodide catalysis, azide-alkyne cycloaddition, click chemistry, 1,2,3-triazoles, reaction mechanism, solvent effects, base effects, ligand effects, solid-phase synthesis, wet chemical synthesis

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