Tunable Gold(I)-Catalyzed [4 + 3] Cycloaddition for Divergent Synthesis of Furan-Fused N,O-Heterocycles
Shouzhi Zhang, Aijie Tang, Panpan Chen, Zhiqiang Zhao, Maozhong Miao, Hongjun Ren
Abstract
By choosing suitable ligand-directed gold catalysts, two types of gold-containing all-carbon 1,4-dipoles could be generated selectively from the gold(I)-catalyzed cycloisomerizations of allenyl ketones bearing a cyclopropyl moiety, which undergo [4 + 3] cycloadditions with nitrones to produce two regiomers of furan-condensed N,O-seven-membered rings in moderate to excellent yields highly selectively.
Topics & Concepts
FuranChemistryMoietyCycloadditionCatalysisLigand (biochemistry)Combinatorial chemistryStereochemistryOrganic chemistryReceptorBiochemistryCatalytic Alkyne ReactionsCyclopropane Reaction Mechanisms