Synthesis of multiply arylated pyridines

Takashi Asako, Wakana Hayashi, Kazuma Amaike, Shin Suzuki, Kenichiro Itami, Kei Muto, Junichiro Yamaguchi

Research output: Contribution to journalArticle

9 Citations (Scopus)

Abstract

We have achieved a synthesis of multiply arylated pyridines by using a [4 + 2] cycloaddition of 2,4-diaryl-5-chloroxazoles and cinnamic acids as a key reaction. The resulting hydroxytriarylpyridines can be derivatized into triarylpyridines, tetraarylpyridines and pentaarylpyridines by sequential cross-couplings. This synthetic method allows for facile and rapid access to highly arylated pyridines with different aryl substituents.

Original languageEnglish
JournalTetrahedron
DOIs
Publication statusAccepted/In press - 2017 Jan 31

Fingerprint

Pyridines
Cycloaddition
Cycloaddition Reaction
cinnamic acid

Keywords

  • Cross-coupling
  • Heterocyclic compound
  • Palladium
  • Pyridine
  • Ring transformation

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

Cite this

Asako, T., Hayashi, W., Amaike, K., Suzuki, S., Itami, K., Muto, K., & Yamaguchi, J. (Accepted/In press). Synthesis of multiply arylated pyridines. Tetrahedron. https://doi.org/10.1016/j.tet.2017.03.095

Synthesis of multiply arylated pyridines. / Asako, Takashi; Hayashi, Wakana; Amaike, Kazuma; Suzuki, Shin; Itami, Kenichiro; Muto, Kei; Yamaguchi, Junichiro.

In: Tetrahedron, 31.01.2017.

Research output: Contribution to journalArticle

Asako T, Hayashi W, Amaike K, Suzuki S, Itami K, Muto K et al. Synthesis of multiply arylated pyridines. Tetrahedron. 2017 Jan 31. https://doi.org/10.1016/j.tet.2017.03.095
Asako, Takashi ; Hayashi, Wakana ; Amaike, Kazuma ; Suzuki, Shin ; Itami, Kenichiro ; Muto, Kei ; Yamaguchi, Junichiro. / Synthesis of multiply arylated pyridines. In: Tetrahedron. 2017.
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AU - Muto, Kei

AU - Yamaguchi, Junichiro

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