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

作者：Li Yabo; Wang Jingran; Huang Mengmeng^*; Wang Zhiwei; Wu Yusheng; Wu Yangjie

来源：Journal of Organic Chemistry, 2014, 79(7): 2890-2897.

DOI：10.1021/jo402745b

An efficient phosphine-free direct C-H arylation of thiophenes at the alpha-position has been developed at low catalyst loading of bis(alkoxo)palladium complex (Cat.I, 0.1-0.2 mol %). The developed synthetic method can be applied to the synthesis of alpha-aryl/heteroaryl thiophenes from aryl or heteroaryl bromides in good to excellent yields and is compatible with the substrates bearing electron-donating or electron-withdrawing groups. The reactivities of the 2- and 5-positions of thiophenes are equivalent and not dependent on steric hindrance under optimal conditions. This condition can also be applied to other heterocyclic moieties such as benzothiophene, benzofuran, and pyrrole with high conversion yields.

• 出版日期2014-4-4
• 单位郑州大学; 河南大学