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

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• 作者：Yabo Li ; Jingran Wang ; Mengmeng Huang ; Zhiwei Wang ; Yusheng Wu ; Yangjie Wu
• 刊名：Journal of Organic Chemistry
• 出版年：2014
• 出版时间：April 4, 2014
• 年：2014
• 卷：79
• 期：7
• 页码：2890-2897
• 全文大小：452K
• 年卷期：v.79,no.7(April 4, 2014)
• ISSN：1520-6904

文摘

An efficient phosphine-free direct C鈥揌 arylation of thiophenes at the 伪-position has been developed at low catalyst loading of bis(alkoxo)palladium complex (Cat.I, 0.1鈥?.2 mol %). The developed synthetic method can be applied to the synthesis of 伪-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.