Metal-Free [2+2+1] annulation of alkynes, nitriles and nitrogen atoms from iminoiodanes for synthesis of highly substituted imidazoles

Akio Saito, Yui Kambara, Takuma Yagyu, Keiichi Noguchi, Akira Yoshimura, Viktor V. Zhdankin

Research output: Contribution to journalArticle

23 Citations (Scopus)

Abstract

Boron trifluoride nitrile complexes promote oxidative [2+2+1] annulations of alkynes, nitriles and N-atoms from iminoiodanes to give the corresponding 2,4-disubstituted and 2,4,5-trisubstituted N-tosylimidazoles in moderate to good yields with high regioselectivities.

Original languageEnglish
Pages (from-to)667-671
Number of pages5
JournalAdvanced Synthesis and Catalysis
Volume357
Issue number4
DOIs
Publication statusPublished - 9 Mar 2015
Externally publishedYes

Fingerprint

Imidazoles
Regioselectivity
Nitriles
Alkynes
Boron
Nitrogen
Metals
Atoms
boron trifluoride

Keywords

  • alkynes
  • annulation
  • iminoiodanes
  • metal-free conditions
  • nitriles

ASJC Scopus subject areas

  • Catalysis
  • Organic Chemistry

Cite this

Metal-Free [2+2+1] annulation of alkynes, nitriles and nitrogen atoms from iminoiodanes for synthesis of highly substituted imidazoles. / Saito, Akio; Kambara, Yui; Yagyu, Takuma; Noguchi, Keiichi; Yoshimura, Akira; Zhdankin, Viktor V.

In: Advanced Synthesis and Catalysis, Vol. 357, No. 4, 09.03.2015, p. 667-671.

Research output: Contribution to journalArticle

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