Nickel-catalyzed addition of pyridine-N-oxides across alkynes

Stephen Kyalo Kanyiva, Yoshiaki Nakao, Tamejiro Hiyama

Research output: Contribution to journalArticle

210 Citations (Scopus)

Abstract

(Chemical Equation Presented) An alternative to pyridine: Pyridine-N-oxides undergo direct C-H activation and add across alkynes under mild nickel catalysis to afford (E)-2-alkenylpyridine-N-oxides in modest to good yields with high selectivity. Subsequent deoxygenation and deoxygenative functionalization proceed smoothly to give a wide variety of 2-substituted pyridines. PCyp 3 = tricyclopentylphosphine, cod = cyclooctadiene.

Original languageEnglish
Pages (from-to)8872-8874
Number of pages3
JournalAngewandte Chemie - International Edition
Volume46
Issue number46
DOIs
Publication statusPublished - 2007
Externally publishedYes

Fingerprint

Pyridines
Alkynes
Nickel
Pyridine
Oxides
Catalysis
Chemical activation
pyridine N-oxide
pyridine

Keywords

  • Alkynes
  • C-C coupling
  • C-H activation
  • Nickel
  • Pyridine-N-oxides

ASJC Scopus subject areas

  • Chemistry(all)

Cite this

Nickel-catalyzed addition of pyridine-N-oxides across alkynes. / Kanyiva, Stephen Kyalo; Nakao, Yoshiaki; Hiyama, Tamejiro.

In: Angewandte Chemie - International Edition, Vol. 46, No. 46, 2007, p. 8872-8874.

Research output: Contribution to journalArticle

Kanyiva, Stephen Kyalo ; Nakao, Yoshiaki ; Hiyama, Tamejiro. / Nickel-catalyzed addition of pyridine-N-oxides across alkynes. In: Angewandte Chemie - International Edition. 2007 ; Vol. 46, No. 46. pp. 8872-8874.
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