Litcius/Paper detail

Synthesis of oxindoles bearing a stereogenic 3-fluorinated carbon center from 3-fluorooxindoles

Yong‐Liang Liu, Xiaoping Wang, Jie Wei, Ya Li

2021Organic & Biomolecular Chemistry25 citationsDOI

Abstract

3,3-Disubstituted oxindoles bearing a stereogenic 3-fluorinated carbon center are privileged structural motifs present in many bioactive molecules. The straightforward functionalization of 3-fluorooxindoles constitutes a powerful method for the synthesis of 3-fully substituted 3-fluorooxindoles, taking advantage of the ease of preparation of 3-fluorooxindoles with different substitution patterns and the atom efficiency of chemical reactions. In the past decade, many papers have appeared on the synthesis of 3-fully substituted 3-fluorooxindoles from 3-fluorooxindoles. Importantly, many asymmetric catalytic methods have been developed for the enantioselective synthesis of these valuable compounds. This review summarizes the achievements in this area, and overviews synthetic opportunities that still exist.

Topics & Concepts

StereocenterEnantioselective synthesisChemistryCarbon atomCombinatorial chemistryCarbon fibersCatalysisMoleculeStereochemistryOrganic chemistryRing (chemistry)Computer scienceComposite numberAlgorithmFluorine in Organic ChemistryCyclopropane Reaction MechanismsAsymmetric Synthesis and Catalysis