Silver-mediated trifluoromethoxylation of aryl stannanes and arylboronic acids
A silver-mediated cross-coupling of trifluoromethoxide with aryl stannanes and arylboronic acids to give aryl trifluoromethyl ethers is reported. This is the first report of a transition-metal-mediated Caryl-OCF3 bond formation.
Hydrolytically stable and easy to handle trifluoromethyl triflate was found to be a liquid reservoir of 'masked' difluorophosgene. Anhydrous F- sources cleave the S-O bond in trifluoromethyl triflate yielding quantitatively the trifluoromethanolate salts, being useful trifluoromethoxy group carriers. Reaction of trifluoromethanolates with in situ generated from o-trimethylsilylphenyl triflate benzyne leads to (trifluoromethoxy)benzene and fluorobenzene (ratio 85:15). Whereas an addition of trifluoromethanethiolate anion across a triple bond of benzyne leads to [(trifluoromethyl)sulfanyl]benzene solely.
Kolomeitsev, Alexander A.,Vorobyev, Mikhail,Gillandt, Hartmut
p. 449 - 454
(2008/09/18)
Tris(disubstituted amino)sulfonium perfluoroalkoxides and perfluoroalkylmercaptides and process for their preparation
Tris(disubstituted amino)sulfonium perfluoroalkoxides and tris(disubstituted amino)sulfonium perfluoroalkylmercaptides and process for their preparation.
-
(2008/06/13)
More Articles about upstream products of 96898-10-1