Arenophile-Mediated Dearomative Reduction

Mikiko Okumura, Stephanie M. Nakamata Huynh, Jola Pospech, David Sarlah

Research output: Contribution to journalArticlepeer-review

Abstract

A dearomative reduction of simple arenes has been developed which employs a visible-light-mediated cycloaddition of arenes with an N-N-arenophile and in situ diimide reduction. Subsequent cycloreversion or fragmentation of the arenophile moiety affords 1,3-cyclohexadienes or 1,4-diaminocyclohex-2-enes, compounds that are not synthetically accessible using existing dearomatization reactions. Importantly, this strategy also provides numerous opportunities for further derivatization as well as site-selective functionalization of polynuclear arenes.

Original languageEnglish (US)
Pages (from-to)15910-15914
Number of pages5
JournalAngewandte Chemie - International Edition
Volume55
Issue number51
DOIs
StatePublished - Dec 19 2016

Keywords

  • arenes
  • arenophiles
  • dearomatization
  • functionalization
  • photochemistry

ASJC Scopus subject areas

  • Catalysis
  • General Chemistry

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