articleTop 1% cited
Copper-Mediated Oxidative Trifluoromethylation of Boronic Acids
Organic Letters · 2010 · Vol. 12(21) · pp. 5060–5063
Lingling Chu✉(Shanghai Institute of Organic Chemistry)Feng‐Ling Qing(Shanghai Institute of Organic Chemistry)
Abstract
A copper-mediated oxidative cross-coupling of aryl- and alkenylboronic acids with (trifluoromethyl)trimethylsilane (Me(3)SiCF(3)) under mild conditions has been developed. This method allows a wide range of functional group tolerant trifluoromethylated arenes and alkenes to be easily prepared. This oxidative trifluoromethylation has the potential to introduce trifluoromethyl groups into advanced, highly functionalized organic molecules.
Fluorine in Organic ChemistryInorganic Fluorides and Related CompoundsCatalytic C–H Functionalization MethodsTrifluoromethylationChemistryTrifluoromethylOxidative phosphorylationArylBoronic acidFunctional groupOrganic chemistryCopperCombinatorial chemistry
MeSH terms
Boronic AcidsCopperMethylationOxidation-ReductionMolecular StructureFluorine Compounds
Citations
378
FWCI
31.79
field-weighted impact
References
62
Percentile
100%
vs. same field & year
Citations per year
Cited by
Visible Light Photoredox Catalysis with Transition Metal Complexes: Applications in Organic Synthesis
Chemical Reviews · 2013 · 9,227 citations
Einführung von Fluor und fluorhaltigen funktionellen Gruppen
Angewandte Chemie · 2013 · 567 citations
Introduction of Fluorine and Fluorine‐Containing Functional Groups
Angewandte Chemie International Edition · 2013 · 2,510 citations
References
New N- and O-arylations with phenylboronic acids and cupric acetate
Tetrahedron Letters · 1998 · 1,138 citations
Methyl fluorosulphonyldifluoroacetate; a new trifluoromethylating agent
Journal of the Chemical Society Chemical Communications · 1989 · 293 citations
The Many Roles for Fluorine in Medicinal Chemistry
Journal of Medicinal Chemistry · 2008 · 3,517 citations
Synthesis of diaryl ethers through the copper-promoted arylation of phenols with arylboronic acids. An expedient synthesis of thyroxine
Tetrahedron Letters · 1998 · 847 citations
Fluorine in medicinal chemistry
Chemical Society Reviews · 2007 · 7,325 citations
Trifluoromethylation of aromatic compounds with sodium trifluoromethanesulfinate under oxidative conditions.
Tetrahedron Letters · 1991 · 436 citations
New aryl/heteroaryl CN bond cross-coupling reactions via arylboronic acid/cupric acetate arylation
Tetrahedron Letters · 1998 · 1,043 citations
Citation Network
How this paper connects to the literature. Drag to explore, click any node to open that paper.