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Copper‐Catalyzed Trifluoromethylation of Aryl Iodides with Potassium (Trifluoromethyl)trimethoxyborate
Author(s) -
Knauber Thomas,
Arikan Fatih,
Röschenthaler GerdVolker,
Gooßen Lukas J.
Publication year - 2011
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Journals
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201002749
Subject(s) - trifluoromethylation , trifluoromethyl , reagent , chemistry , aryl , nucleophile , catalysis , potassium , copper , salt (chemistry) , base (topology) , medicinal chemistry , inorganic chemistry , organic chemistry , mathematical analysis , alkyl , mathematics
Potassium (trifluoromethyl)trimethoxyborate is introduced as a new source of CF 3 nucleophiles in copper‐catalyzed trifluoromethylation reactions. The crystalline salt is stable on storage, easy to handle, and can be obtained in near‐quantitative yields simply by mixing B(OMe) 3 , CF 3 SiMe 3 , and KF. The trifluoromethylation reagent allows the conversion of various aryl iodides into the corresponding benzotrifluorides in high yields under mild, base‐free conditions in the presence of catalytic quantities of a Cu I /1,10‐phenanthroline complex.
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