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Catalytic Alkynylation of Polyfluoroarenes by Amide Base Generated In Situ
Authors:Dr Masanori Shigeno  Takuya Okawa  Masaya Imamatsu  Kanako Nozawa-Kumada  Yoshinori Kondo
Institution:Department of Biophysical Chemistry, Graduate School of Pharmaceutical Sciences., Tohoku University, Aoba, Sendai, 980-8578 Japan
Abstract:We herein demonstrate that the amide base generated in situ from CsF and N(TMS)3 catalyzes the deprotonative coupling reactions of terminal alkynes with polyfluoroarenes, wherein mono- and dialkynylations occur efficiently for penta- and hexafluorobenzenes, respectively. Tetraalkynylated products could also be synthesized from dialkynylated compounds.
Keywords:alkynes  amide base  aromatic substitution  C?C coupling  polyfluoroarenes
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