4.2 Photosensitized Dearomatization of (Hetero)Arenes
Authors:
- H. CuiHCH. Cui
- B. AnBAB. An
- X. ZhangXZX. Zhang
- 17 December 2025
- book chapter
- Published by Georg Thieme Verlag KG
Abstract
Dearomatization reactions constitute a powerful strategy to convert aromatic compounds into three-dimensional scaffolds, which have found wide applications in organic synthesis, medicinal chemistry, and materials science. Distinct from ground-state dearomatization, the photosensitized dearomatization of (hetero)arenes capitalizes on excited-state reactivities, enabling the achievement of thermodynamically disfavoured transformations along with the generation of intriguing scaffolds. This review summarizes recent advances in the photosensitized dearomatization of (hetero)arenes according to the type of (hetero)arene. Mediated by appropriate photosensitizers, a series of (hetero)arenes are engaged in photocycloaddition, difunctionalization, or sensitized reduction.Keywords
This publication has 57 references indexed in Scilit:
- Visible‐Light Promoted Intramolecular para‐Cycloadditions on Simple AromaticsAngewandte Chemie International Edition, 2023
- Direct Construction of Fused/Bridged 3D Rings via Visible‐Light Induced Dearomative Cycloaddition of ArenesAdvanced Synthesis & Catalysis, 2023
- Visible‐Light‐Induced Intramolecular Double Dearomative Cycloaddition of ArenesAngewandte Chemie International Edition, 2021
- Gadolinium Photocatalysis: Dearomative [2+2] Cycloaddition/Ring‐Expansion Sequence with IndolesAngewandte Chemie International Edition, 2020
- Birch‐Type Photoreduction of Arenes and Heteroarenes by Sensitized Electron TransferAngewandte Chemie International Edition, 2019
- Visible‐Light‐Induced Organic Photochemical Reactions through Energy‐Transfer PathwaysAngewandte Chemie International Edition, 2018
- Enantioselective Lewis Acid Catalyzed ortho Photocycloaddition of Olefins to Phenanthrene‐9‐carboxaldehydesAngewandte Chemie International Edition, 2018
- Catalytic Asymmetric Dearomatization by Visible‐Light‐Activated [2+2] PhotocycloadditionAngewandte Chemie International Edition, 2018
- Reduction/Hydrogenation of Aromatic Rings2015
- [2+2] Photocycloaddition of 3‐Alkenyloxy‐2‐cycloalkenones: Enantioselective Lewis Acid Catalysis and Ring ExpansionAngewandte Chemie International Edition, 2014