%0 Journal Article
%A Zhang, Song-Lin
%A Wan, Hai-Xing
%A Bie, Wen-Feng
%D 2017
%T syn-Fluoro- and -Oxy-trifluoromethylation
of Arylacetylenes
%U https://acs.figshare.com/articles/journal_contribution/_i_syn_i_-Fluoro-_and_-Oxy-trifluoromethylation_of_Arylacetylenes/5615443
%R 10.1021/acs.orglett.7b03229.s001
%2 https://acs.figshare.com/ndownloader/files/9775930
%K CsF
%K III
%K Arylacetylenes One-step
%K syn mode
%K phenylboronic acid
%K functionalized trifluoromethylated Z
%K CF 3
%X 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.
%I ACS Publications