Synthesis 2017; 49(17): 3916-3924
DOI: 10.1055/s-0036-1588160
special topic
© Georg Thieme Verlag Stuttgart · New York

Cobalt-Catalyzed Perfluoroalkylation of Quinoline Amides at the C5 Position

Jian-Feng Suo
College of Chemistry and Molecular Engineering, Zhengzhou University, Kexue Avenue 100, Zhengzhou, P. R. of China   Email: niujunlong@zzu.edu.cn   Email: mpsong@zzu.edu.cn
,
Xue-Mei Zhao
College of Chemistry and Molecular Engineering, Zhengzhou University, Kexue Avenue 100, Zhengzhou, P. R. of China   Email: niujunlong@zzu.edu.cn   Email: mpsong@zzu.edu.cn
,
Kai-Xin Zhang
College of Chemistry and Molecular Engineering, Zhengzhou University, Kexue Avenue 100, Zhengzhou, P. R. of China   Email: niujunlong@zzu.edu.cn   Email: mpsong@zzu.edu.cn
,
Sheng-Li Zhou
College of Chemistry and Molecular Engineering, Zhengzhou University, Kexue Avenue 100, Zhengzhou, P. R. of China   Email: niujunlong@zzu.edu.cn   Email: mpsong@zzu.edu.cn
,
Jun-Long Niu*
College of Chemistry and Molecular Engineering, Zhengzhou University, Kexue Avenue 100, Zhengzhou, P. R. of China   Email: niujunlong@zzu.edu.cn   Email: mpsong@zzu.edu.cn
,
Mao-Ping Song*
College of Chemistry and Molecular Engineering, Zhengzhou University, Kexue Avenue 100, Zhengzhou, P. R. of China   Email: niujunlong@zzu.edu.cn   Email: mpsong@zzu.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 16 January 2017

Accepted after revision: 06 March 2017

Publication Date:
29 March 2017 (eFirst)

Published as part of the Special Topic Cobalt in Organic Synthesis

Abstract

An efficient protocol has been developed for the cobalt-catalyzed perfluoroalkylation of 8-aminoquinoline scaffolds. In the presence of 5 mol% of Co(acac)3 catalyst, the desired products were obtained with exclusive substitution at the C5 position of the quinoline ring after 4 hours. The reaction shows high efficiency and good tolerance for a broad range of functional groups, affording the corresponding products in moderate to good yields.

Supporting Information

 
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