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Step Economy in the Stereoselective Synthesis of Functionalized Oxindoles via Organocatalytic Domino/One-pot Reactions

[ Vol. 25 , Issue. 11 ]

Author(s):

Martina Bortolami, Francesca Leonelli, Marta Feroci and Fabrizio Vetica*   Pages 1321 - 1344 ( 24 )

Abstract:


Oxindoles are an important class of heterocyclic scaffolds widely present in natural products and bioactive compounds. For this reason, a plethora of methodologies for the stereoselective synthesis of enantioenriched oxindoles has been studied over the years. Among all the reported synthetic strategies, organocatalysis has proven to be a powerful tool for the asymmetric synthesis of this class of compounds being a step- and atom-economical, environmentally friendly, and non-toxic approach. This review will outline the application of asymmetric organocatalysis in the synthesis of chiral oxindole-based structures, relying on domino/one-pot reaction sequences in a step-economical fashion.

Keywords:

Oxindoles, organocatalysis, domino reactions, one-pot reactions, cascade reactions, asymmetric synthesis, chiral building blocks, bioactive compounds.

Affiliation:

Department of Basic and Applied Sciences for Engineering (SBAI), Sapienza University of Rome, via Castro Laurenziano, 7, 00161 Rome, Department of Chemistry, Sapienza University of Rome, piazzale Aldo Moro, 5, 00185 Rome, Department of Basic and Applied Sciences for Engineering (SBAI), Sapienza University of Rome, via Castro Laurenziano, 7, 00161 Rome, Department of Chemistry, Sapienza University of Rome, piazzale Aldo Moro, 5, 00185 Rome

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