Cascade Cyclization/Amination of para ‐Quinone Methides with β ‐Ketodinitriles: Synthesis of Polysubstituted Furans

作者：Liyong Fan, Longzhi Zhu, Wenli Shang, Mingming Yin, Biquan Xiong, Wuxing Xie, Fan Cao, Yu Liu, Yi Chen, Renhua Qiu · 发表于：Advanced Synthesis & Catalysis · 年份：2024 · DOI：10.1002/adsc.202400068 · 被引用次数：10 · 研究领域：Synthesis of Indole Derivatives、Axial and Atropisomeric Chirality Synthesis、Carbohydrate Chemistry and Synthesis

Abstract A protocol for the synthesis of trisubstituted furans via phosphoric acid‐catalyzed regioselective cascade cyclization/amination of para ‐quinone methides ( p ‐QMs) with β ‐ketodinitriles has been disclosed for the first time. Various kinds of p ‐QMs and β ‐ketodinitriles can effectively produce the desired polysubstituted furan derivatives in 64–95% yields, demonstrating high atomic economy and their application in the construction of polysubstituted furan heterocycles. Preliminary biological activity assay suggests that these furans have potential anticancer activities.