Intermolecular oxidative Friedel-Crafts reaction triggered ring expansion affording 9,10-diarylphenanthrenes

Tienan Jin, Lu Yang, Ilya Gridnev, Masahiro Terada

Research output: Contribution to journalArticlepeer-review

5 Citations (Scopus)


A novel intermolecular tandem oxidative aromatic coupling between arylidene fluorenes and unfunctionalized aromatics mediated by a DDQ/TFA oxidation system has been developed for the construction of 9,10-diary-lphenanthrenes (DAPs). The formation of a benzylic carbocation species possessing a quaternary sp3-carbon center on the fluorene moiety by an intermolecular oxidative Friedel-Crafts reaction of two different arenes successfully triggered the subsequent ring expansion to afford DAPs.

Original languageEnglish
Pages (from-to)8920-8924
Number of pages5
JournalOrganic letters
Issue number22
Publication statusPublished - 2020 Nov 20

ASJC Scopus subject areas

  • Biochemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry


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