Synthesis of heteroarylazulenes: transition metal free coupling strategy of azulene with heterocycles

Taku Shoji, Ryuji Yokoyama, Shunji Ito, Masataka Watanabe, Kozo Toyota, Masafumi Yasunami, Noboru Morita

Research output: Contribution to journalArticlepeer-review

33 Citations (Scopus)

Abstract

Azulene reacts with highly electrophilic trifluoromethanesulfonates of N-containing heterocycles to give 1-dihydroheteroaryl and 1,3-bis(dihydroheteroaryl)azulene derivatives in a good yield. Treatment of the dihydroheteroarylazulene derivatives with KOH or tert-BuOK afforded 1-heteroaryl and 1,3-bis(heteroaryl)azulenes in a good yield.

Original languageEnglish
Pages (from-to)1099-1103
Number of pages5
JournalTetrahedron Letters
Volume48
Issue number7
DOIs
Publication statusPublished - 2007 Feb 12

Keywords

  • Azulene
  • Electrophilic substitution
  • Heterocycle

ASJC Scopus subject areas

  • Biochemistry
  • Drug Discovery
  • Organic Chemistry

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