Synthesis 2017; 49(22): 4996-5002
DOI: 10.1055/s-0036-1590821
paper
© Georg Thieme Verlag Stuttgart · New York

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

Qian Zhang
Jilin Province Key Laboratory of Green Chemistry and Process, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, 5625 Renmin Street, Changchun 130022, P. R. of China   Email: ariel@ciac.ac.cn   Email: dwdong@ciac.ac.cn
,
Jingwen Yuan
Jilin Province Key Laboratory of Green Chemistry and Process, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, 5625 Renmin Street, Changchun 130022, P. R. of China   Email: ariel@ciac.ac.cn   Email: dwdong@ciac.ac.cn
,
Mangfei Yu
Jilin Province Key Laboratory of Green Chemistry and Process, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, 5625 Renmin Street, Changchun 130022, P. R. of China   Email: ariel@ciac.ac.cn   Email: dwdong@ciac.ac.cn
,
Rui Zhang*
Jilin Province Key Laboratory of Green Chemistry and Process, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, 5625 Renmin Street, Changchun 130022, P. R. of China   Email: ariel@ciac.ac.cn   Email: dwdong@ciac.ac.cn
,
Yongjiu Liang
Jilin Province Key Laboratory of Green Chemistry and Process, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, 5625 Renmin Street, Changchun 130022, P. R. of China   Email: ariel@ciac.ac.cn   Email: dwdong@ciac.ac.cn
,
Peng Huang
Jilin Province Key Laboratory of Green Chemistry and Process, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, 5625 Renmin Street, Changchun 130022, P. R. of China   Email: ariel@ciac.ac.cn   Email: dwdong@ciac.ac.cn
,
Dewen Dong*
Jilin Province Key Laboratory of Green Chemistry and Process, Changchun Institute of Applied Chemistry, Chinese Academy of Sciences, 5625 Renmin Street, Changchun 130022, P. R. of China   Email: ariel@ciac.ac.cn   Email: dwdong@ciac.ac.cn
› Author Affiliations
Financial support of this research by the National Natural Science Foundation of China (21502185, 21172211 and 21542006) is gratefully acknowledged.
Further Information

Publication History

Received: 24 April 2017

Accepted after revision: 05 June 2017

Publication Date:
02 August 2017 (online)


Abstract

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

Supporting Information