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DMAP-Catalyzed Annulation Approach for Modular Assembly of Furan-Fused Chromenes

作者:Xinwei He, Ruxue Li, Pui Ying Choy, Tianyi Liu, Junya Wang, On Ying Yuen, Man Pan Leung, Yongjia Shang, Fuk Yee Kwong · 发表于:Organic Letters · 年份:2020 · DOI:10.1021/acs.orglett.0c03374 · 被引用次数:43 · 研究领域:Synthesis of Indole Derivatives、Catalytic C–H Functionalization Methods、Synthesis of Organic Compounds

With a tandem DMAP-catalyzed reaction between o -AQM, in which it is generated in situ from propargylic amine, and acyl carbene surrogate (from pyridinium ylide), a variety of polyarylated chromenes are assembled in good yields. This process does not require transition-metal catalyst and exhibits easy manipulation of the arene group and good functional group compatibility, particularly the −Br group which can be further transformed to other functionalities by cross-coupling reactions. The modular feature of o -AQM substrates and the simple operation procedures add further advantages to this synthetic method.