Oximinoalkylamines as ligands for Cu-assisted azide-acetylene cycloaddition

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Oximinoalkylamines were found to be efficient ligands for acceleration of the CuAAC reaction. 'Mixed' oxime-triazole ligands Tz(beta)Ox(2) and Tz(2)(beta)Ox(2) demonstrate an approximately 10-fold enhanced acceleration effect compared to commonly employed ligand TBTA using 0.1 mol % of the [Cu]/L catalytic system. The optimal catalytic system based on readily available Tz(beta)Ox(2) provided 1,4-disubstituted triazoles in high yields with short reaction times.
Publisher
PERGAMON-ELSEVIER SCIENCE LTD
Issue Date
2015-11
Language
English
Article Type
Article
Keywords

ALKYNE CYCLOADDITION; 1,3-DIPOLAR CYCLOADDITIONS; TERMINAL ALKYNES; CLICK CHEMISTRY; METAL-COMPLEXES; OXIME; CATALYST; ACCELERATION; REACTIVITY; DISCOVERY

Citation

TETRAHEDRON LETTERS, v.56, no.46, pp.6335 - 6339

ISSN
0040-4039
DOI
10.1016/j.tetlet.2015.09.106
URI
http://hdl.handle.net/10203/207488
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