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Oxidative Aromatization of 3,4-Dihydroquinolin-2(1 H)-ones to Quinolin-2(1 H)-ones Using Transition-Metal-Activated Persulfate Salts. 2019
Weiming Chen, and
Changliang Sun, and
Yan Zhang, and
Tianwen Hu, and
Fuqiang Zhu, and
Xiangrui Jiang, and
Melkamu Alemu Abame, and
Feipu Yang, and
Jin Suo, and
Jing Shi, and
Jingshan Shen, and
Haji A Aisa
Key Laboratory of Plant Resources and Chemistry in Arid Regions, Xinjiang Technical Institute of Physics and Chemistry , Chinese Academy of Sciences , South Beijing Road 40-1 , Urumqi , Xinjiang 830011 , People's Republic of China.
Inorganic persulfate salts were identified as efficient reagents for the oxidative aromatization of 3,4-dihydroquinolin-2(1 H)-ones through the activation of readily available transition metals, such as iron and copper. The feasible protocol conforming to the requirement of green chemistry was utilized in the preparation of the key intermediate (7-(4-chlorobutoxy)quinolin-2(1 H)-one 2) of brexpiprazole in 80% isolated yield on a 100 g scale, and different quinolin-2(1 H)-one derivatives with various functional groups were demonstrated in 52-89% yields.
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