Access to acridones by tandem copper()-catalyzed electrophilic amination/Ag()-mediated oxidative annulation of anthranils with arylboronic acids

An efficient and practical approach for the synthesis of medicinally important acridones was developed from anthranils and commercially available arylboronic acids by a tandem copper( i )-catalyzed electrophilic amination/Ag( i )-mediated oxidative annulation strategy. This new and straightforward p...

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Bibliographic Details
Published in:Organic & biomolecular chemistry 2021-10, Vol.19 (39), p.8487-8491
Main Authors: Jiang, Chun-Yong, Xie, Hui, Huang, Zhuo-Jun, Liang, Jing-Yi, Huang, Yan-Xia, Liang, Qiu-Ping, Zeng, Jun-Yi, Zhou, Binhua, Zhang, Shang-Shi, Shu, Bing
Format: Article
Language:English
Subjects:
Acridones - chemical synthesis
Acridones - chemistry
Amination
Boronic Acids - chemistry
Catalysis
Chemical reactions
Copper
Copper - chemistry
Functional groups
Molecular Structure
Organic chemistry
Oxidation-Reduction
Silver - chemistry
Substrates
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Summary:An efficient and practical approach for the synthesis of medicinally important acridones was developed from anthranils and commercially available arylboronic acids by a tandem copper( i )-catalyzed electrophilic amination/Ag( i )-mediated oxidative annulation strategy. This new and straightforward protocol displayed a broad substrate scope (25 examples) and high functional group tolerance. What's more, a possible mechanistic proposal was also presented. An efficient and practical approach for the synthesis of medicinally important acridones was developed from anthranils and arylboronic acids by a tandem copper( i )-catalyzed electrophilic amination/Ag( i )-mediated oxidative annulation strategy.
ISSN:1477-0520
1477-0539
1477-0539
DOI:10.1039/d1ob01586a