Chinese Journal of Organic Chemistry >
Nickel-Catalyzed Intramolecular Dearomative Arylation of Pyridiniums and Quinoliniums
Received date: 2023-02-14
Revised date: 2023-04-03
Online published: 2023-04-14
Supported by
National Natural Science Foundation of China(22071217); National Natural Science Foundation of China(91956117)
A nickel-catalyzed intramolecular dearomative arylation reaction of pyridiniums and quinoliniums is developed. In the presence of zinc powder as a reducing agent, the intramolecular Grignard-type addition of arylbromides to the C=N bonds of pyridiniums and quinoliniums proceeds smoothly to render pyridines and quinolines dearomatization, leading to a range of spirooxindole derivatives bearing dihydropyridine and dihydroquinoline moieties in moderate to good yields.
Key words: pyridine; quinoline; arylation; dearomatization; nickel
Jun Lu , Qichuang Li , Renxiao Liang , Yixia Jia . Nickel-Catalyzed Intramolecular Dearomative Arylation of Pyridiniums and Quinoliniums[J]. Chinese Journal of Organic Chemistry, 2023 , 43(5) : 1875 -1882 . DOI: 10.6023/cjoc202302016
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