Formal [3+2] Annulation of Copper‐Allenylidenes with 3‐Oxo‐3‐Arylpropanenitriles: Synthesis of Tetrasubstituted Furans
Zhong De, Feng Jiang, Siyong Shen, Lan Wang, Wei Wang, Yongjun Wu, Yumei Xiao, Hongchao Guo
Abstract
Abstract The copper‐catalyzed decarboxylative [3+2] annulation of ethynyl benzoxazinanones with 3‐oxo‐3‐arylpropanenitriles has been developed, producing tetrasubstituted furan derivatives in moderate to high yield. This reaction was generally compatible with a wide range of substrates. Notably, the intermediate copper‐allenylidenes worked as a C2 synthon in the cycloaddition reaction. magnified image
Topics & Concepts
AnnulationSynthonChemistryCopperCycloadditionYield (engineering)FuranCombinatorial chemistryOrganic chemistryCatalysisMedicinal chemistryMaterials scienceMetallurgyCatalytic C–H Functionalization MethodsCyclopropane Reaction MechanismsCatalytic Alkyne Reactions