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Triflic Anhydride Promoted Intramolecular Cyclization of N-Aryl Cinnamides: Access to Polysubstituted Quinolin-2(1H)-ones

Qian Zhang, Jingwen Yuan, Mangfei Yu, Rui Zhang*, Yongjiu Liang, Peng Huang, Dewen Dong*

*Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, 5625 Renmin Street, Changchun 130022, P. R. of China, Email: arielciac.ac.cn, dwdongciac.ac.cn

Q. Zhang, J. Yuan, M. Yu, R. Zhang, Y. Liang, P. Huang, D. Dong, Synthesis, 2017, 49, 4996-5002.

DOI: 10.1055/s-0036-1590821 (free Supporting Information)


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Abstract

A facile and efficient intramolecular cyclization of readily available N-aryl cinnamides is promoted by triflic anhydride in N,N-dimethyl trifluoroacetamide (DTA) under mild conditions to provide polysubstituted quinolin-2(1H)-ones.

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Key Words

C-C bond formation, cyclization reaction, heterocycles, 2-quinolones, DDQ, triflic anhydride


ID: J66-Y2017