Facile synthesis of quinoxaline annulated perfluoroalkylated benzoazepine derivatives

Gang Liu; Xuechun Sun; Ling Chen; Yueci Wu; Jing Han; Jie Chen; Hongmei Deng; Min Shao; Hui Zhang; Weiguo Cao

doi:10.1039/C6RA22727A

Facile synthesis of quinoxaline annulated perfluoroalkylated benzoazepine derivatives†

Gang Liu,‡^a Xuechun Sun,‡^a Ling Chen,^a Yueci Wu,^a Jing Han,^a Jie Chen,^a Hongmei Deng,^b Min Shao,^b Hui Zhang*^ab and Weiguo Cao*^acde

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^a Department of Chemistry, Innovative Drug Research Center, Shanghai University, Shanghai 200444, P. R. China
E-mail: wgcao@staff.shu.edu.cn, yehao7171@shu.edu.cn
Fax: +86-21-66134856
Tel: +86-21-66134856

^b Laboratory for Microstructures, Instrumental Analysis and Research Center of Shanghai University, Shanghai 200444, P. R. China

^c State Key Laboratory of Organometallic Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, P. R. China

^d Key Laboratory of Synthetic Organic Chemistry of Natural Substances, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, P. R. China

^e Key Laboratory of Organofluorine Chemistry, Shanghai Institute of Organic Chemistry, Chinese Academy of Sciences, Shanghai 200032, P. R. China

Abstract

Novel perfluoroalkylated benzoazepinoquinoxaline derivatives were synthesized by consecutive intermolecular Michael addition and intramolecular cyclization from 3-(2-aminophenyl)quinoxalin-2(1H)-ones and methyl perfluoroalk-2-ynoates in good yields. This efficient and mild protocol might afford a new pathway for novel drug development.

RSC Advances

Facile synthesis of quinoxaline annulated perfluoroalkylated benzoazepine derivatives†

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Facile synthesis of quinoxaline annulated perfluoroalkylated benzoazepine derivatives

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