Solvent-free copper-catalyzed click chemistry for the synthesis of N-heterocyclic hybrids based on quinoline and 1,2,3-triazole
Quinoline
Triazole
Moiety
1,2,3-Triazole
DOI:
10.3762/bjoc.13.232
Publication Date:
2017-11-06T09:58:13Z
AUTHORS (9)
ABSTRACT
Copper-catalyzed mechanochemical click reactions using Cu(II), Cu(I) and Cu(0) catalysts have been successfully implemented to provide novel 6-phenyl-2-(trifluoromethyl)quinolines with a phenyl-1,2,3-triazole moiety at O-4 of the quinoline core. Milling procedures proved be significantly more efficient than corresponding solution reactions, up 15-fold gain in yield. Efficiency both milling depended on p-substituent azide reactant, resulting H < Cl Br I reactivity bias. Solid-state catalysis Cu(II) entailed direct involvement copper species reaction generation highly luminescent compounds which hindered situ monitoring by Raman spectroscopy. However, processes was enabled form brass media offered insight into pathway CuAAC indicating that is most likely conducted surface balls. Electron spin resonance spectroscopy used determine oxidation states respective bulk products obtained procedures.
SUPPLEMENTAL MATERIAL
Coming soon ....
REFERENCES (61)
CITATIONS (48)
EXTERNAL LINKS
PlumX Metrics
RECOMMENDATIONS
FAIR ASSESSMENT
Coming soon ....
JUPYTER LAB
Coming soon ....