2015
DOI: 10.1021/acscombsci.5b00087
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CuAAC: An Efficient Click Chemistry Reaction on Solid Phase

Abstract: Click chemistry is an approach that uses efficient and reliable reactions, such as Cu(I)-catalyzed azide-alkyne cycloaddition (CuAAC), to bind two molecular building blocks. CuAAC has broad applications in medicinal chemistry and other fields of chemistry. This review describes the general features and applications of CuAAC in solid-phase synthesis (CuAAC-SP), highlighting the suitability of this kind of reaction for peptides, nucleotides, small molecules, supramolecular structures, and polymers, among others.… Show more

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Cited by 204 publications
(162 citation statements)
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“…The unnatural azido residue can be modified via click chemistry while immobilized on the solid support. 44 We used N-methyl propargylamine ( NMPA ) to click on a secondary amine. If the Fmoc protecting group is needed in future solution-phase modification, deprotection by the basic amine was avoided by doing repetitions of the click reaction.…”
Section: Resultsmentioning
confidence: 99%
“…The unnatural azido residue can be modified via click chemistry while immobilized on the solid support. 44 We used N-methyl propargylamine ( NMPA ) to click on a secondary amine. If the Fmoc protecting group is needed in future solution-phase modification, deprotection by the basic amine was avoided by doing repetitions of the click reaction.…”
Section: Resultsmentioning
confidence: 99%
“…In contrast, the CuAAC can be used for ligation on the solid phase. 43 The two forms of the azide-alkyne click reaction, CuAAC and SPAAC, are therefore complementary and the respective advantages and disadvantages should be evaluated for each application.…”
Section: Resultsmentioning
confidence: 99%
“…[35][36][37][38] Employing again transparent TiO 2 electrodes, the focus moved to azide-decorated dyes with the intention to detect the surface functionalization optically. As modular and widely accepted mild functionalization reaction with terminal alkynes, the copper(I)-catalyzed 1,3-dipolar Huisgen cycloaddition reaction between an azide and an alkyne group, abbreviated as azide-alkyne "click" chemistry (AACC) in the following, was the first choice.…”
Section: Figurementioning
confidence: 99%
“…AACC experienced recently a tremendous development as an efficient, selective, but also mild and functional-group-tolerant coupling chemistry. [37,38] While electrochemically addressable protection groups are known for a variety of functional groups, [39][40][41][42][43][44][45] there are no suitable masking groups for alkynes reported so far to the best of our knowledge. [37,38] While electrochemically addressable protection groups are known for a variety of functional groups, [39][40][41][42][43][44][45] there are no suitable masking groups for alkynes reported so far to the best of our knowledge.…”
Section: Introductionmentioning
confidence: 99%