Tandem Michael–<i>anti</i>-Michael Addition-Mediated Orthogonal Strapping of Diynones: Regioselective Spirocyclopentannulation of Oxindoles and Pyrazolones and DFT Validation
Manas Jyoti Sarma, Sana Jindani, Bishwajit Ganguly, Srihari Pabbaraja, Goverdhan Mehta
Abstract
An efficient protocol involving the transformation of sequentially generated recursive anions from heterocyclic precursors to orthogonally strap diynones through one pot transition-metal-free spirocyclopentannulation has been devised, employing oxindoles and pyrazolones as prototypical platforms. Insights into these regioselective tandem Michael–anti-Michael processes have been gleaned through DFT calculations.
Topics & Concepts
PyrazolonesMichael reactionRegioselectivityChemistryTandemTransformation (genetics)Combinatorial chemistryStereochemistryOrganic chemistryCatalysisComposite materialGeneBiochemistryMaterials scienceAsymmetric Synthesis and CatalysisSynthesis and Reactions of Organic CompoundsCatalytic C–H Functionalization Methods