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Frontispiece: Photoredox Reactions of Quinones
Author(s) -
Ando Yoshio,
Suzuki Keisuke
Publication year - 2018
Publication title -
chemistry – a european journal
Language(s) - English
Resource type - Reports
SCImago Journal Rank - 1.687
H-Index - 242
eISSN - 1521-3765
pISSN - 0947-6539
DOI - 10.1002/chem.201886062
Subject(s) - quinone , hydroquinone , moiety , chemistry , intramolecular force , natural product , redox , organic synthesis , photoredox catalysis , combinatorial chemistry , photochemistry , organic chemistry , photocatalysis , catalysis
Photoreactions of quinones enable unconventional organic transformations. In the course of our synthetic studies on the pluramycin‐class natural products, the authors encountered an intriguing photoreaction of quinones, that is an intramolecular redox process, by which proximal position to the quinone carbonyl is oxidized, while the quinone moiety is reduced to the hydroquinone level. This process allows facile C−H functionalization with potential utility in organic synthesis, although little have been exploited in organic synthesis and the utility has been overlooked until recent our investigation. This Minireview on page 15955 ff. describes the historical background, gives mechanistic insights, and highlights the application in natural product synthesis of this unique photoredox reaction of quinones.