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

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journal contribution
posted on 2024-03-18, 17:41 authored by Yongbo Tan, Jing Zhao, Guo-Jun Deng, Xiaochen Ji, Huawen Huang
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.

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