Palladium-Catalyzed Oxidative Annulation of 1-Hydroxy-o-Carborane with Internal Alkynes:Facile Synthesis of Carborane-Fused Oxaboroles

• 作者: Ruofei Cheng Zaozao Qiu Zuowei Xie
• 来源期刊: 中国化学（英文版）
• 年，卷（期）: 2020,（12）
• 所属期刊栏目: Concise Reports
• 页码范围: 1575-1578
• 页数: 4页
• 语种: 英文
• DOI: 10.1002/cjoc.202000307

摘要

A palladium catalyzed oxidative annulation of 1-hydroxy-o-carborane with internal alkynes via regio-selective B(3)-H bond activation has been developed for facile synthesis of a series of C,B-substituted carborane-fused oxaboroles.These molecules can undergo intramolecular oxidative dehydrogenative coupling to afford carborane-fused large π systems for potential applications in organic materials.The reaction mechanism is also proposed,involving hydroxy deprotonation,nucleopalladation of alkyne,regioselective electrophilic B—H substitution and reductive elimination.