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 journalArticle

9 Citations (Scopus)

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
Pages (from-to)1314-1317
Number of pages4
JournalAsian Journal of Organic Chemistry
Volume5
Issue number11
DOIs
Publication statusPublished - 1 Nov 2016
Externally publishedYes

Fingerprint

Amides
Iodine
Alkynes
Oxidants
Metals
Catalysts
selectfluor
N-propargyl

Keywords

  • catalysis
  • cycloisomerization
  • fluorination
  • iodine
  • organic chemistry

ASJC Scopus subject areas

  • Organic Chemistry

Cite this

Catalytic Cycloisomerization–Fluorination Sequence of N-Propargyl Amides by Iodoarene/HF⋅Pyridine/Selectfluor Systems. / Asari, Naoki; Takemoto, Yusuke; Shinomoto, Yukino; Yagyu, Takuma; Yoshimura, Akira; Zhdankin, Viktor V.; Saito, Akio.

In: Asian Journal of Organic Chemistry, Vol. 5, No. 11, 01.11.2016, p. 1314-1317.

Research output: Contribution to journalArticle

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AU - Saito, Akio

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