Issue 3, 2022

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

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.

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

Article information

Article type
Review Article
Submitted
07 Oct 2021
Accepted
08 Dec 2021
First published
10 Dec 2021

Org. Biomol. Chem., 2022,20, 538-552

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

Y. Liu, X. Wang, J. Wei and Y. Li, Org. Biomol. Chem., 2022, 20, 538 DOI: 10.1039/D1OB01964C

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