Tian Miaomiao, Zheng Guangfan, Fan Xuesen, Li Xingwei
Henan Key Laboratory of Organic Functional Molecule and Drug Innovation , Henan Normal University , Xinxiang 453007 , China.
Dalian Institute of Chemical Physics , Chinese Academy of Sciences , Dalian 116023 , China.
J Org Chem. 2018 Jun 15;83(12):6477-6488. doi: 10.1021/acs.joc.8b00758. Epub 2018 May 24.
Redox-neutral synthesis of isoquinolinium salts via C-H activation of presynthesized or in situ formed imines and coupling with α-diazo ketoesters has been realized, where a zinc salt promotes cyclization as well as provides a counteranion. Under three-component conditions, both ketone and aldehydes are viable arene sources. The coupling of imines with diazo malonates under similar conditions afforded isoquinolin-3-ones as the coupling product.