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

• DOI: 10.1021/acs.orglett.4c00504
• Publication Date: 2024-03-18T17:36:05Z
• Authors: Yongbo Tan; Jing Zhao; Guo-Jun Deng; Xiaochen Ji; Huawen Huang
• Keywords: Tetralones

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