Volume 31, Issue 8 pp. 1007-1010
Full Paper

Copper(I)-Catalyzed Intramolecular Direct C-Arylation of Azoles with Aryl Bromides

Yuan Huang

Yuan Huang

College of Biotechnology and Pharmaceutical Engineering, Nanjing University of Technology, Nanjing, Jiangsu 211816, China

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Wei Chen

Wei Chen

College of Biotechnology and Pharmaceutical Engineering, Nanjing University of Technology, Nanjing, Jiangsu 211816, China

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Dan Zhao

Dan Zhao

College of Biotechnology and Pharmaceutical Engineering, Nanjing University of Technology, Nanjing, Jiangsu 211816, China

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Chen Chen

Chen Chen

College of Biotechnology and Pharmaceutical Engineering, Nanjing University of Technology, Nanjing, Jiangsu 211816, China

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Huiqing Yin

Huiqing Yin

College of Biotechnology and Pharmaceutical Engineering, Nanjing University of Technology, Nanjing, Jiangsu 211816, China

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Likang Zheng

Likang Zheng

College of Biotechnology and Pharmaceutical Engineering, Nanjing University of Technology, Nanjing, Jiangsu 211816, China

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Ming Jin

Ming Jin

College of Biotechnology and Pharmaceutical Engineering, Nanjing University of Technology, Nanjing, Jiangsu 211816, China

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Shiqing Han

Corresponding Author

Shiqing Han

College of Biotechnology and Pharmaceutical Engineering, Nanjing University of Technology, Nanjing, Jiangsu 211816, China

Key Laboratory of Synthetic Chemistry of Natural Products, Shanghai Institute of Organic Chemistry, CAS, Shanghai 200032, China

College of Biotechnology and Pharmaceutical Engineering, Nanjing University of Technology, Nanjing, Jiangsu 211816, China, Tel.: 0086-025-58139970; Fax: 0086-025-58139369Search for more papers by this author
First published: 19 July 2013
Citations: 14

Abstract

A concise route to access 5H-imidazo[2,1-a]isoindole heterofused compounds by copper(I)-catalyzed intramolecular coupling of non-activated aryl bromides with azoles is reported. With CuI as catalyst, 1,10-phenanthroline as ligand, and K3PO4 as base, the reactions of 1-(2-bromobenzyl)-1H-imidazoles in DMF/o-xylene (1:1, V:V) at 145°C afford the corresponding substituted 5H-imidazo[2,1-a]isoindoles in high yields via intramolecular C-arylation.

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