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Direct C-H Arylation of Thiophenes at Low Catalyst Loading of a Phosphine-Free Bis(alkoxo)palladium Complex

Yabo Li, Jingran Wang, Mengmeng Huang*, Zhiwei Wang, Yusheng Wu and Yangjie Wu*

*College of Chemistry and Molecular Engineering, Zhengzhou University, Zhengzhou 450052, P. R. China, Email: hmmzzu.edu.cn, wyjzzu.edu.cn

Y. Li, J. Wang, M. Huang, Z. Wang, Y. Wu, Y. Wu, J. Org. Chem., 2014, 79, 2890-2897.

DOI: 10.1021/jo402745b (free Supporting Information)


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Abstract

Low catalyst loading of a bis(alkoxo)palladium complex enables an efficient phosphine-free direct C-H arylation of thiophenes at C2. The developed synthetic method couples aryl or heteroaryl bromides with thiophenes bearing electron-donating or electron-withdrawing groups and other heterocyclic moieties such as benzothiophene, benzofuran, and pyrrole with very good yields.

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Key Words

thiophenes


ID: J42-Y2014