Synthesis 2017; 49(06): 1335-1341
DOI: 10.1055/s-0036-1588101
paper
© Georg Thieme Verlag Stuttgart · New York

One-Pot Synthesis of Imidazolyl Isoquinolines under a Palladium-Catalyzed C–H Activation/Annulation (CHAA) Reaction

Ranran Zhu
a   School of Pharmaceutical Science and Technology, Tianjin University, 92 Weijin Road, Nankai District, Tianjin 300072, P. R. of China
b   Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300072, P. R. of China
c   Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, P. R. of China   Email: jhuang@tju.edu.cn
,
Yuntao Wang
a   School of Pharmaceutical Science and Technology, Tianjin University, 92 Weijin Road, Nankai District, Tianjin 300072, P. R. of China
b   Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300072, P. R. of China
c   Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, P. R. of China   Email: jhuang@tju.edu.cn
,
Jialin Liu
a   School of Pharmaceutical Science and Technology, Tianjin University, 92 Weijin Road, Nankai District, Tianjin 300072, P. R. of China
b   Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300072, P. R. of China
c   Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, P. R. of China   Email: jhuang@tju.edu.cn
,
Qing Wang
a   School of Pharmaceutical Science and Technology, Tianjin University, 92 Weijin Road, Nankai District, Tianjin 300072, P. R. of China
b   Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300072, P. R. of China
c   Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, P. R. of China   Email: jhuang@tju.edu.cn
,
Jianhui Huang*
a   School of Pharmaceutical Science and Technology, Tianjin University, 92 Weijin Road, Nankai District, Tianjin 300072, P. R. of China
b   Collaborative Innovation Center of Chemical Science and Engineering (Tianjin), Tianjin 300072, P. R. of China
c   Tianjin Key Laboratory for Modern Drug Delivery & High-Efficiency, School of Pharmaceutical Science and Technology, Tianjin University, Tianjin 300072, P. R. of China   Email: jhuang@tju.edu.cn
› Author Affiliations
Further Information

Publication History

Received: 22 July 2016

Accepted after revision: 27 October 2016

Publication Date:
01 December 2016 (online)


Abstract

A microwave-assisted Pd-catalyzed one-pot C–H activation/annulation (CHAA) protocol has been developed for the synthesis of imidazo[2,1-a]isoquinolines and benzo[4,5]imidazo[2,1-a]isoquinolines. Further N-alkylation for the preparation of a series of the corresponding isoquinolium salts has also been demonstrated. The fluorescent properties of these isoquinolines have been studied.

Supporting Information