Catalytic Alkynylation of Polyfluoroarenes by Amide Base Generated In Situ.

Masanori ShigenoTakuya OkawaMasaya ImamatsuKanako Nozawa-KumadaYoshinori Kondo

Published in: Chemistry (Weinheim an der Bergstrasse, Germany) (2019)

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.

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