Shelf-stable electrophilic trifluoromethylating reagents: A brief historical perspective

• Norio Shibata,
• Andrej Matsnev and
• Dominique Cahard

Beilstein J. Org. Chem. 2010, 6, No. 65, doi:10.3762/bjoc.6.65

• /bjoc.6.65 Abstract Since the discovery by Yagupolskii and co-workers that S-trifluoromethyl diarylsulfonium salts are effective for the trifluoromethylation of thiophenolates, the design and synthesis of electrophilic trifluoromethylating reagents have been extensively researched in both academia and

• this field is in constant development. Keywords: asymmetric synthesis; electrophilic; fluorine; reagent; trifluoromethylation; Review The chemistry of fluoro-organic compounds is one of the areas of the life sciences that have developed most rapidly over the last 50 years, despite the fact that

• ]. Among the increasingly powerful methods that have been developed for the direct introduction of fluorine into organic compounds, trifluoromethylation is one of the most direct and straightforward strategies in the synthesis of fluorine-containing organic compounds. Efficient transfer of the

Trifluoromethyl ethers – synthesis and properties of an unusual substituent

• Frédéric R. Leroux,
• Baptiste Manteau,
• Jean-Pierre Vors and
• Sergiy Pazenok

Beilstein J. Org. Chem. 2008, 4, No. 13, doi:10.3762/bjoc.4.13

• recently in detail on the preparation of O-(trifluoromethyl)dibenzofuranium salts 4 [28][29][30][31] and their use as CF3-transfer agents based on studies of Yagupol'skii [32]. The direct O- and N-trifluoromethylation of alcohols, phenols, amines, anilines and pyridines under mild conditions was described

• scale. Togni managed very recently to circumvent these difficulties by using hypervalent iodine compounds such as 5 [33][34][35]. When 2,4,6-trimethylphenol was treated with the hypervalent iodine compound depicted below, the corresponding trifluoromethyl ether was obtained beside C-trifluoromethylation