Synthesis 2018; 50(17): 3487-3492
DOI: 10.1055/s-0037-1610124
paper
© Georg Thieme Verlag Stuttgart · New York

Rhodium-Catalyzed Annulation of 2-Arylimidazoles and α-Aroyl Sulfoxonium Ylides toward 5-Arylimidazo[2,1-a]isoquinolines

Rui Yang
School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, Jiangsu Province Key Laboratory of Fine Petrochemical Engineering, Changzhou University, Changzhou 213164, P. R. of China   Email: jiangcheng@cczu.edu.cn
,
Xiaopeng Wu
School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, Jiangsu Province Key Laboratory of Fine Petrochemical Engineering, Changzhou University, Changzhou 213164, P. R. of China   Email: jiangcheng@cczu.edu.cn
,
Song Sun
School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, Jiangsu Province Key Laboratory of Fine Petrochemical Engineering, Changzhou University, Changzhou 213164, P. R. of China   Email: jiangcheng@cczu.edu.cn
,
Jin-Tao Yu
School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, Jiangsu Province Key Laboratory of Fine Petrochemical Engineering, Changzhou University, Changzhou 213164, P. R. of China   Email: jiangcheng@cczu.edu.cn
,
Jiang Cheng*
School of Petrochemical Engineering, Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology, Jiangsu Province Key Laboratory of Fine Petrochemical Engineering, Changzhou University, Changzhou 213164, P. R. of China   Email: jiangcheng@cczu.edu.cn
› Author Affiliations
We thank the National Natural Science Foundation of China (No. 21572025, 21602019, and 21672028), ‘Innovation & Entrepreneurship Talents’ Introduction Plan of Jiangsu Province, Natural Science Foundation of Jiangsu Province (BK20171193), the Key University Science Research Project of Jiangsu Province (15KJA150001), Jiangsu Key Laboratory of Advanced Catalytic Materials & Technology (BM2012110), and Advanced Catalysis and Green Manufacturing Collaborative Innovation Center for financial support. Sun thanks Young Natural Science Foundation of Jiangsu Province (BK20150263) for financial support.
Further Information

Publication History

Received: 04 April 2018

Accepted after revision: 17 May 2018

Publication Date:
28 June 2018 (online)

Abstract

A Rh-catalyzed annulation between 2-aryl-1H-benzo[d]imidazoles and α-aroyl sulfoxonium ylides was developed, affording a series of benzimidazo[2,1-a]isoquinolines in moderate to excellent yields. This procedure proceeded with the sequential ortho-C–H functionalization and cyclization, representing a facile and straightforward pathway to access such frameworks.

 
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