Facile and efficient synthesis of indazole derivatives by 1,3-cycloaddition of arynes with diazo compounds and azomethine imides

Tienan Jin, Fan Yang, Yoshinori Yamamoto

Research output: Contribution to journalArticlepeer-review

8 Citations (Scopus)

Abstract

N-Unsubstituted indazoles 3 and 1-arylindazoles 4 are readily available in good to high yields through [3+2] cycloaddition of 2-(trimethylsilyI)aryl triflates 1 and diazo compounds in the presence of KF or CsF under mild reaction conditions. Furthermore, we found that azomethine imides also underwent cycloaddition reaction with 2-(trimethylsilyl)phenyl triflates (la) in the presence of KF to afford indazolone derivatives 6 in moderate yields.

Original languageEnglish
Pages (from-to)957-972
Number of pages16
JournalCollection of Czechoslovak Chemical Communications
Volume74
Issue number6
DOIs
Publication statusPublished - 2009 Jun 1

Keywords

  • 1,3-dipolar cycloaddition
  • Arynes
  • Azomethine imides
  • Diazo compounds
  • Indazoles
  • [3+2] cycloaddition

ASJC Scopus subject areas

  • Chemistry(all)

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