54672-14-9Relevant academic research and scientific papers
The 2,4-dimethyl-7-pentafluorosulfanyl-5-(trifluoromethyl)dibenzo[b,d] thiophenium trifluoromethanesulfonate: The SF5-analog of Umemoto salt
Okazaki, Takao,Laali, Kenneth K.,Reddy, A. Srinivas
, p. 91 - 95 (2014/08/05)
The SF5-analog of the Umemoto salt was synthesized in just two steps by combining our recently reported SF5-biaryl synthesis, via Suzuki coupling with 4-(pentafluorosulfanyl)benzenediazonium tetrafluoroborate, with Magnier's one-pot synthesis of dibenzothiophenium salts employing CF 3SO2Na and triflic anhydride. The trifluoromethylating power of this novel onium salt toward reactive arenes was tested in a survey study on small scale.
General catalytic methylation of amines with formic acid under mild reaction conditions
Sorribes, Ivan,Junge, Kathrin,Beller, Matthias
supporting information, p. 7879 - 7883 (2014/07/07)
A general catalytic protocol for the methylation of amines has been developed applying, for the first time, formic acid as the C1 building block and silanes as reducing agents. A broad range of aromatic and aliphatic, both primary and secondary, amines has been converted to the corresponding tertiary amines including [N-13C]-labelled drugs in good to excellent yields under mild conditions. Methylation made easy: A general catalytic protocol for the methylation of amines has been developed applying, for the first time, formic acid as the C1 building block and silanes as reducing agents. A broad range of aromatic and aliphatic, both primary and secondary, amines has been converted to the corresponding tertiary amines, including [N-13C]-labelled drugs, in good to excellent yields at mild conditions (see scheme; dppp=(1,3-bis(diphenylphosphino)propane)).
A general catalytic methylation of amines using carbon dioxide
Li, Yuehui,Fang, Xianjie,Junge, Kathrin,Beller, Matthias
, p. 9568 - 9571 (2013/09/23)
Putting CO2 to work: Carbon dioxide is shown to be a general and selective methylating reagent for secondary and primary, aromatic and aliphatic amines under reductive conditions. A variety of tertiary amines are obtained from CO2 and commercially available silanes in high yields with good tolerance to nitrile, olefin, ether, ester, and hydroxy groups. Copyright
Silver-catalysed trifluoromethylation of arenes at room temperature
Seo, Sangwon,Taylor, John B.,Greaney, Michael F.
supporting information, p. 6385 - 6387 (2013/08/23)
A variety of heteroarenes and electron rich arenes can be trifluoromethylated at room temperature with TMSCF3, catalytic silver and PhI(OAc)2.
A new method for the synthesis of trifluoromethylating agents-Diaryltrifluoromethylsulfonium salts
Yagupolskii, Lev M.,Matsnev, Andrej V.,Orlova, Raisa K.,Deryabkin, Boris G.,Yagupolskii, Yurii L.
, p. 131 - 136 (2008/09/21)
A new synthetic method has been developed to prepare diaryltrifluoromethylsulfonium salts from diaryldifluorosulfuranes by the action of Me3SiCF3/F-. This reaction is the transformation of nucleophilic trifluoro-methylating reagent into electrophilic one.
TRIFLUOROMETHYLATION OF AROMATIC AMINO AND THIO COMPOUNDS BY BISTRIFLUOROMETHYL TELLURIDE
Naumann, D.,Pazenok, S. V.,Turra, V.
, p. 128 - 130 (2007/10/02)
The reaction of aromatic and heterocyclic amines with (CF3)2Te gave the products from trifluoromethylation in the aromatic ring.The reaction with the corresponding thiols gave S-trifluoromethyl derivatives.
Photochemical Trifluoromethylation of Some Aromatic and Heteroaromatic Compounds with Trifluoromethyl Bromide
Akiyama, Takeo,Kato, Kohji,Kajitani, Masatsugu,Sakaguchi, Yoshio,Nakamura, Junko,et al.
, p. 3531 - 3538 (2007/10/02)
The photochemical introduction of trifluoromethyl group with CF3Br in aromatic and heteroaromatic rings was investigated for 9 compounds.Naphthalene, anthracene, anisole, N,N-dimethylaniline, ferrocene, benzothiophene, isoquinoline, and N-methylpyrrole gave trifluoromethylated products in 6.5-100percent yields.In one step from uracil, a pharmacologically important 5-trifluoromethyluracil can be synthesized by this method in 11percent yield.Based on the mechanistic study carried out for the naphthalene-CF3Br-CH3CN system, the reaction is found to proceed via the electron transfer from an excited singlet state of naphthalene to CF3Br.
