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Catalytic Cycloisomerization–Fluorination Sequence of N-Propargyl Amides by Iodoarene/HF⋅Pyridine/Selectfluor Systems

  • Naoki Asari
  • , Yusuke Takemoto
  • , Yukino Shinomoto
  • , Takuma Yagyu
  • , Akira Yoshimura
  • , Viktor V. Zhdankin
  • , Akio Saito

Research output: Contribution to journalArticlepeer-review

Abstract

As a first example of metal-free and catalytic fluorinative transformations of alkynes, we developed a cycloisomerization–fluorination sequence of N-propargyl amides catalyzed by an iodine(III) species. The iodine(III) catalyst is in situ generated from iodoarene as a precatalyst with Selectfluor as a fluorinating oxidant in the presence of HF⋅pyridine.

Original languageEnglish (US)
Pages (from-to)1314-1317
Number of pages4
JournalAsian Journal of Organic Chemistry
Volume5
Issue number11
DOIs
StatePublished - Nov 1 2016

Bibliographical note

Publisher Copyright:
© 2016 Wiley-VCH Verlag GmbH & Co. KGaA, Weinheim

Keywords

  • catalysis
  • cycloisomerization
  • fluorination
  • iodine
  • organic chemistry

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