A Facile Approach to the Synthesis of 3-Acylisoxazole Derivatives with Reusable Solid Acid Catalysts
Ken‐ichi Itoh, Mamiko Hayakawa, Rina Abe, Shinji Takahashi, Kenta Hasegawa, Tadashi Aoyama
Abstract
Abstract Nitrile oxides were formed from α-nitro ketones using silica gel-supported sodium hydrogen sulfate (NaHSO4/SiO2) or Amberlyst 15 as solid acid catalyst, and then the corresponding 3-acylisoxaszoles were obtained by reacting with alkynes via the 1,3-dipolar [3+2] cycloaddition. These heterogeneous catalysts are easily separable from the reaction mixture and reused. This synthetic method provides a facile, efficient, and reusable production of 3-acylisoxazoles.
Topics & Concepts
ChemistryCatalysisHydrogen SulfateNitrileSolid acidOrganic chemistryNitroSilica gelCombinatorial chemistryAlkylIonic liquidChemical Synthesis and ReactionsAsymmetric Synthesis and CatalysisSynthesis of heterocyclic compounds