Journal
JOURNAL OF ORGANIC CHEMISTRY
Volume 80, Issue 15, Pages 7658-7665Publisher
AMER CHEMICAL SOC
DOI: 10.1021/acs.joc.5b01295
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Funding
- National Natural Science Foundation of China [21421002, 21332010, 21272036]
- National Basic Research Program of China [2012CB21600]
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A tunable chemoselective trifluoromethanesulfonylation and trifluoromethylation of arenediazonium tetrafluoroborates with Langlois' reagent (NaSO2CF3) was developed. The Cu2O-catalyzed reaction in DMSO gave aryl trifluoromethanesulfones as the major products. On the other hand, the trifluoromethylated arenes were produced in the presence of oxidant tert-butyl hydroperoxide, CuBF4(MeCN)(4), and 2,2';6',2 ''-terpyridine (tpy). Both of these transformations proceed under mild conditions and tolerate functional groups.
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