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An update on the progress of cycloaddition reactions of 3-methyleneindolinones in the past decade: versatile approaches to spirooxindoles

Ruqaiya Saeed, Akash P. Sakla, Nagula Shankaraiah

2021Organic & Biomolecular Chemistry55 citationsDOI

Abstract

Cycloaddition reactions are of great interest due to their potential and rapid construction of optically enriched spiro-cyclic products. 3-Methyleneindolinones have been proven to be a valuable precursor in cycloaddition reactions for the construction of diverse 3,3'-spirocyclic oxindoles. Their versatile reactivity has provided a new forum for the development of a variety of building blocks and synthetic compounds, including bioactive molecules. Herein, significant accomplishments in the cycloaddition reactions of 3-methyleneindolinones for the synthesis of spirooxindoles have been summarised and elaborated. The review is outlined according to the type of cycloaddition such as [2 + 1], [2 + 2], [3 + 2], [4 + 2] and [5 + 2] cycloaddition reactions.

Topics & Concepts

CycloadditionComputer scienceCombinatorial chemistryChemistryOrganic chemistryCatalysisAsymmetric Synthesis and CatalysisFluorine in Organic ChemistryOxidative Organic Chemistry Reactions