Electrooxidative Metal‐Free Cyclization of 4‐Arylaminocoumarins with DMF as C1‐Source

Electrooxidative Metal‐Free Cyclization of 4‐Arylaminocoumarins with DMF as C1‐Source

An environmentally‐benign electrochemical approach for the construction of quinoline derivatives employing N,N‐dimethylformamide (DMF) as the methine source has been devised by cyclization of 4‐(phenylamino)‐2H‐chromen‐2‐ones. In a user‐friendly undivided cell, 6H‐chromeno[4,3‐b]quinolin‐6‐ones were...

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Veröffentlicht in:Advanced synthesis & catalysis 2021-06, Vol.363 (11), p.2773-2777
Hauptverfasser: Weng, Yiyi, Chen, Hantao, Li, Nanhui, Yang, Long, Ackermann, Lutz
Format: Artikel
Sprache:eng
Schlagworte:
Chromene-fused quinoline
C−C bond formation
Dimethylformamide
Electrochemistry
Metal-free catalytic strategy
N,N-dimethylformamide
Oxidizing agents
Quinoline
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Zusammenfassung:An environmentally‐benign electrochemical approach for the construction of quinoline derivatives employing N,N‐dimethylformamide (DMF) as the methine source has been devised by cyclization of 4‐(phenylamino)‐2H‐chromen‐2‐ones. In a user‐friendly undivided cell, 6H‐chromeno[4,3‐b]quinolin‐6‐ones were obtained under chemical oxidant‐free and transition‐metal‐free conditions in 43–92% yields with high functional tolerance.
ISSN:1615-4150
1615-4169
DOI:10.1002/adsc.202100146