syn-Fluoro- and -Oxy-trifluoromethylation
of Arylacetylenes
Posted on 2017-11-18 - 13:48
One-step
concurrent fluoro-trifluoromethylation across the triple
bond of arylacetylenes in a syn mode is enabled by
the collaboration of (phen)CuIII(CF3)3 and CsF that produces chemo-, regio-, and stereoselectively (Z)-α-fluoro-β-CF3 styrenes. This method can be extended to achieve syn-oxy-trifluoromethylation and syn-aryl-trifluoromethylation
of alkynes using phenoxides, alkoxides, or phenylboronic acid in place
of CsF. It opens up new opportunities for preparing various functionalized
trifluoromethylated Z-alkenes and demonstrates the
potential of Cu(III)–CF3 complexes in organic synthesis.
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Zhang, Song-Lin; Wan, Hai-Xing; Bie, Wen-Feng (2017). syn-Fluoro- and -Oxy-trifluoromethylation
of Arylacetylenes. ACS Publications. Collection. https://doi.org/10.1021/acs.orglett.7b03229
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AUTHORS (3)
SZ
Song-Lin Zhang
HW
Hai-Xing Wan
WB
Wen-Feng Bie