DMAP-Catalyzed Annulation Approach for Modular Assembly of Furan-Fused Chromenes
Xinwei He, Ruxue Li, Pui Ying Choy, Tianyi Liu, Junya Wang, On Ying Yuen, Man Pan Leung, Yongjia Shang, Fuk Yee Kwong
Abstract
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.
Topics & Concepts
ChemistryAnnulationPyridiniumCatalysisYlideTandemCombinatorial chemistryFuranModular designCarbeneAmine gas treatingOrganic chemistryComputer scienceMaterials scienceComposite materialOperating systemSynthesis of Indole DerivativesCatalytic C–H Functionalization MethodsSynthesis of Organic Compounds