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Arenophile‐Mediated Dearomative Reduction
Author(s) -
Okumura Mikiko,
Nakamata Huynh Stephanie M.,
Pospech Jola,
Sarlah David
Publication year - 2016
Publication title -
angewandte chemie
Language(s) - English
Resource type - Journals
eISSN - 1521-3757
pISSN - 0044-8249
DOI - 10.1002/ange.201609686
Subject(s) - reduction (mathematics) , chemistry , mathematics , geometry
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.