Photoredox Cyclization of N -Arylacrylamides for Synthesis of Dihydroquinolinones.
Zhaosheng LiuShuai ZhongXiaochen JiXiao-Lan ChenHua-Wen HuangPublished in: Organic letters (2021)
Metal- and additive-free photoredox cyclization of N -arylacrylamides is herein reported that provides a concise access to the formation of dihydroquinolinones. In this protocol, sustainable visible light was used as the energy source, and the organic light-emitting molecule 4CzIPN served as the efficient photocatalyst. This reaction system features exclusive 6- endo-trig cyclization selectivity with a generally good yield of a range of functionalized dihydroquinolinones and dihydrobenzoquinolinones. Mechanistical studies reveal the feasibility of both 1,3-H shift and intersystem crossing of the diradical intermediate.