Asymmetric [3+2] Annulations of Thioaurone and Aurone Derivatives for the Construction of Spiroheterocycles
Bao‐Xin Liu, Ru‐Jie Yan, Xiaoxun Li, Wei Du, Ying‐Chun Chen
Abstract
Abstract Aurones and their analogues are convenient two‐atom units for the rapid construction of valuable spiroheterocycles. Here, we demonstrate that the Morita–Baylis–Hillman carbonates of isatins can be efficiently assembled with thioaurones, aurones, or even methyleneindolinones in a highly asymmetric [3+2] annulation manner, affording a broad spectrum of densely functionalized spiro‐benzothiophene, ‐benzofuran and bisspirooxindole frameworks in high yields with good to excellent stereoselectivity.
Topics & Concepts
ChemistryBenzothiopheneBenzofuranAnnulationStereoselectivityBroad spectrumEnantioselective synthesisCombinatorial chemistryOrganic chemistryStereochemistryCatalysisThiopheneSynthesis of Organic CompoundsCatalytic C–H Functionalization MethodsCarbohydrate Chemistry and Synthesis