Tan Yongbo, Zhao Jing, Deng Guo-Jun, Ji Xiaochen, Huang Huawen
Key Laboratory for Green Organic Synthesis and Application of Hunan Province, Key Laboratory of Environmentally Friendly Chemistry and Application of Ministry of Education, College of Chemistry, Xiangtan University, Hunan, Xiangtan 411105, China.
Department School of Chemistry and Chemical Engineering, Henan Normal University, Xinxiang 453007, China.
Org Lett. 2024 Mar 29;26(12):2398-2402. doi: 10.1021/acs.orglett.4c00504. Epub 2024 Mar 18.
Herein, we introduce a tetralone-mediated photocyclization method of -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.
