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Accessing 3,4-Dihydroquinolinone from N -Arylacrylamides via Tetralone-Mediated Energy Transfer and 1,3-Hydrogen Shift.

Yongbo TanJing ZhaoXiao-Lan ChenXiaochen JiHua-Wen Huang
Published in: Organic letters (2024)
Herein, we introduce a tetralone-mediated photocyclization method of N -arylacrylamides. The protocol proceeds smoothly to deliver a diverse set of 3,4-dihydroquinolinones in moderate to good yields with excellent functional group compatibility and readily allows for late-stage modifications of a number of complex drug molecules. Mechanistic studies reveal that the present systems with ultraviolet light irradiation enable the cyclization via energy transfer and exclusive 1,3-hydrogen shift.
Keyphrases
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