Synthesis of Spiro[indoline-pyridine]-dicarboxylates and Substituted Alkylidene Oxindoles by Azomethine Ylides and MBH Carbonates of Isatins
Daqian Wang, Ting Tang, Jing Sun, Ying Han, Chao‐Guo Yan
Abstract
We have developed an efficient protocol for the synthesis of spiro[indoline-pyridine]dicarboxylates and substituted alkylidene oxindoles through [3 + 3] cycloaddition and Michael addition individually by azomethine ylides and various MBH carbonates of isatins. The selective generation of cyclic products and chain products was achieved by changing the substituents at the 3-position of the oxindoles. The features of this method include convenient catalysts, mild reaction conditions, and broad substrate scopes.
Topics & Concepts
IndolineChemistryPyridineIsatinCycloadditionCatalysisSubstrate (aquarium)Combinatorial chemistryOrganic chemistryMedicinal chemistryGeologyOceanographyCatalytic C–H Functionalization MethodsChemical Synthesis and AnalysisAsymmetric Synthesis and Catalysis