CuX Dual Catalysis: Construction of Oxazolo[2,3-<i>b</i>][1,3]oxazines via a Tandem CuAAC/Ring Cleavage/[4+2+3] Annulation Reaction
Xiai Luo, Zhong‐Tao Yang, Jia Zheng, Gang Liang, Hui Luo, Weiguang Yang
Abstract
CuX as a simple dual catalyst strategy that promotes the tandem transformations of fused oxazolo[2,3-b][1,3]oxazines has been developed. Copper catalyzed terminal ynones, sulfonyl azides, and nitriles for the CuAAC/ring cleavage/[4+2] annulation reaction, while the halogen catalyzed ring cleavage and [2+3] annulation of oxiranes to form the final fused products. This study provides a four-component, one-pot strategy for synthesizing complex fused heterocycles from simple ingredients and expands the application of CuAAC in organic synthesis.
Topics & Concepts
AnnulationChemistryOxazinesCleavage (geology)CatalysisTandemRing (chemistry)Combinatorial chemistryStereochemistryCascade reactionOrganic chemistryEngineeringMaterials scienceFracture (geology)Composite materialGeotechnical engineeringSynthesis and Catalytic ReactionsCatalytic C–H Functionalization MethodsCyclopropane Reaction Mechanisms