Copper-Catalyzed Trifluoromethylation of Aryl Iodides with Potassium (Trifluoromethyl)trimethoxyborate

✍ Scribed by Thomas Knauber; Fatih Arikan; Prof. Dr. Gerd-Volker Röschenthaler; Prof. Dr. Lukas J. Gooßen

• Publisher: John Wiley and Sons
• Year: 2011
• Tongue: English
• Weight: 322 KB
• Volume: 17
• Category: Article
• ISSN: 0947-6539
• DOI: 10.1002/chem.201002749

✦ Synopsis

Abstract

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.