4.5 Review

Visible-Light-Induced Dearomatizations

Journal

EUROPEAN JOURNAL OF ORGANIC CHEMISTRY
Volume 2020, Issue 10, Pages 1259-1273

Publisher

WILEY-V C H VERLAG GMBH
DOI: 10.1002/ejoc.201901229

Keywords

Dearomatization; Visible light; Arenes; Functionalization; Photochemistry

Funding

  1. University of Illinois, Petroleum Research Fund (PRF) [57175-DNI1]
  2. National Science Foundation [CHE-1654110]
  3. NIH/National Institute of General Medical Sciences [R01 GM122891]

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The dearomatization of aromatic compounds is an important synthetic strategy used in accessing complex three-dimensional structures from simple aromatic precursors. This minireview aims to provide an overview of recent advancements in this area, with a specific focus on visible-light-mediated dearomative transformations. Compared to the conventional high-energy ultraviolet (UV) light-promoted processes, not only these new approaches offer milder reaction conditions to accommodate wider variety of substrates with sensitive functionalities, but also enable the use of photocatalysts and other promoters, significantly expanding the reaction space. Application of these transformations to the synthesis of bioactive compounds are also discussed.

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