129922-49-2Relevant articles and documents
Effective methods for preparing S-(trifluoromethyl)dibenzothiophenium salts
Umemoto, Teruo,Ishihara, Sumi
, p. 75 - 81 (1999)
New effective methods were developed for the preparation of useful electrophilic trifluoromethylating agents, S-(trifluoromethyl)dibenzothiophenium tetrafluoroborate (3) and triflate (4) and S-(trifluoromethyl)dibenzothiophenium-3-sulfonate (6). Thus, salts 3 and 4 were produced by the intramolecular cyclization of sulfoxide 1 with fuming sulfuric acid, followed by the counteranion replacement reaction of the intermediate (2) with sodium tetrafluoroborate and triflate, and salt 6 was directly produced from 1 by treatment with excess fuming sulfuric acid. Useful preparative methods for 1 were also described.
Benchmark and Solvent-Free preparation of sulfonium salt based electrophilic trifluoromethylating reagents
Mace, Yohan,Raymondeau, Benoit,Pradet, Charlotte,Blazejewski, Jean-Claude,Magnier, Emmanuel
experimental part, p. 1390 - 1397 (2009/08/07)
Here we describe work devoted to the one-pot preparation of electrophilic trifluoromethylating reagents. The first part describes a reappraisal of our earlier experimental conditions and leads to an improved protocol that avoids the use of solvent: and allows better yields. The second part carefully studies the behavior of biaryl substrates, whose structures can drive the reaction through the formation of original noncyclic or tricyclic dibenzothiophenium salts. New compounds were tested, in a standard reaction with aniline, for their trifluoromethylating power and revealed equivalent or improved reactivity relative to that of existing reagents. Furthermore, contrary to common knowledge, the presence of electron-donating methyl groups gave reagents with very high activity. Wiley-VCH Verlag GmbH & Co, KGaA.
Perfluoroalkyl-containing compound
-
, (2008/06/13)
A (perfluoroalkyl)dibenzonium salt represented by the following general formula STR1 wherein Rf represents a perfluoroalkyl group having 1 to 10 carbon atoms, A represents a sulfur of selenium atom, R1 and R2, independentl