Base-Controlled Synthesis of Fluorescent Acridone Derivatives via Formal (4+2) Cycloaddition

作者：Liu, Fa-Chuang; Si, Meng-Jie; Shi, Xin-Ru; Zhuang, Shi-Yi; Cai, Qun^*; Liu, Yi^*; Wu, An-Xin^*

来源：Journal of Organic Chemistry, 2023.

DOI：10.1021/acs.joc.2c02977

• METAL-FREE SYNTHESIS
• OXIDATIVE C-H
• ARYNES
• CONSTRUCTION
• CYCLIZATION
• ALKALOIDS
• FUNCTIONALIZATION
• ARYLATION

A transition-metal-free formal (4 + 2) cycloaddition for the direct assembly of acridone derivatives has been developed from simple and easily accessible o-aminobenzamides and 2-(trimethylsilyl)aryl triflates. The base played an important role in the selective controlled synthesis of N-H and N-aryl acridones. A preliminary study on the fluorescence properties of N-aryl acridones demonstrated that they could be used as fluorescent materials with a broad emission range.

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