Journal
CCS CHEMISTRY
Volume 4, Issue 5, Pages 1565-1576Publisher
CHINESE CHEMICAL SOC
DOI: 10.31635/ccschem.021.202100995
Keywords
carbon dioxide utilization; nonactivated arene; dearomatization; photocatalysis; spirocyclization
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Funding
- NSFC [21871257, 22022111, 21801240]
- Natural Science Foundation of Fujian Province [2020J02008]
- Strategic Priority Research Program of the Chinese Academy of Sciences [XDB20000000]
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In this paper, a novel strategy for visible-light-induced spirocyclizative remote arylcarboxylation of nonactivated arenes is reported. This transformation, achieved through a radical-polar crossover cascade, allows for the rapid synthesis of diverse spirocyclic and carboxylic acid derivatives from readily accessible aromatic precursors.
Visible-light-induced reductive dearomatization of nonactivated arenes is a very challenging transformation and remains in its infancy. Herein, we report a novel strategy to achieve a visible-light-induced spirocyclizative remote arylcarboxylation of nonactivated arenes including naphthalenyl- and phenyl-bearing aromatics with CO2 under mild conditions through a radical-polar crossover cascade (RPCC). This reductive dearomatization protocol rapidly delivers a broad range of spirocyclic and valuable carboxylic acid derivatives from readily accessible aromatic precursors with generally good regioselectivity and chemoselectivity. [GRAPHICS] .
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