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Arenophile-Mediated Dearomative Reduction.

Mikiko OkumuraStephanie M Nakamata HuynhJola PospechDavid Sarlah
Published in: Angewandte Chemie (International ed. in English) (2016)
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.
Keyphrases
  • visible light
  • ms ms
  • high performance liquid chromatography
  • liquid chromatography tandem mass spectrometry
  • simultaneous determination
  • tandem mass spectrometry
  • high resolution