The 2,4-dimethyl-7-pentafluorosulfanyl-5-(trifluoromethyl)dibenzo[b,d]thiophenium trifluoromethanesulfonate: The SF5-analog of Umemoto salt
•The SF5-analog of Umemoto salt was prepared in just two steps.•The methodology illustrates the potential utility of 4-(pentafluorosulfanyl)benzenediazonium tetrafluoroborate as building block for SF5-aromatics.•Trifluoromethylating ability of the SF5-derivative of Umemoto salt toward reactive aroma...
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Published in | Journal of fluorine chemistry Vol. 165; pp. 91 - 95 |
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Main Authors | , , |
Format | Journal Article |
Language | English |
Published |
LAUSANNE
Elsevier B.V
01.09.2014
Elsevier |
Subjects | |
Online Access | Get full text |
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Summary: | •The SF5-analog of Umemoto salt was prepared in just two steps.•The methodology illustrates the potential utility of 4-(pentafluorosulfanyl)benzenediazonium tetrafluoroborate as building block for SF5-aromatics.•Trifluoromethylating ability of the SF5-derivative of Umemoto salt toward reactive aromatics was surveyed.
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 CF3SO2Na and triflic anhydride. The trifluoromethylating power of this novel onium salt toward reactive arenes was tested in a survey study on small scale. |
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ISSN: | 0022-1139 1873-3328 |
DOI: | 10.1016/j.jfluchem.2014.06.021 |