Synthesis of acridones through the ring expansion of isatins with arynes oxidated by O2 in air

A simple and environmental-friendly method for the construction of acridone derivatives with isatins and arynes was described. The isatins underwent a ring expansion process oxidized by O2 in the air and a broad scope of acridones in moderate to good yields were obtained. Baeyer-Villiger-type oxidat...

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Bibliographic Details
Published in:Tetrahedron 2023-01, Vol.131, p.133209, Article 133209
Main Authors: Meng, Zerui, Zhao, Ran, Li, Xiaowei, Ma, Chen, Xie, Caixia
Format: Article
Language:English
Subjects:
Acridone
Baeyer-Villiger-type oxidation
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Summary:A simple and environmental-friendly method for the construction of acridone derivatives with isatins and arynes was described. The isatins underwent a ring expansion process oxidized by O2 in the air and a broad scope of acridones in moderate to good yields were obtained. Baeyer-Villiger-type oxidation and intermolecular-nucleophilic addition were included, and no extra oxidant except O2 was needed. A simple and environmental-friendly method for the construction of acridone derivatives with isatins and arynes was described. The isatins underwent a ring expansion process oxidized by O2 in the air and a broad scope of acridones in moderate to good yields were obtained. Baeyer-Villiger-type oxidation and intermolecular-nucleophilic addition were included, and no extra oxidant except O2 was needed. [Display omitted]
ISSN:0040-4020
1464-5416
DOI:10.1016/j.tet.2022.133209