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Advanced Methods for the Synthesis of 3-Substituted 1H-Isoindol-1-Ones
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2005
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Asymmetric SynthesesAdvanced MethodsEngineering3-Substituted IsoindolonesOrganic ChemistryMultistep ReactionsCatalysisStereoselective SynthesisChemistryHeterocycle ChemistrySynthesis MethodSynthetic ChemistryEnantioselective SynthesisBiomolecular Engineering
Both direct and multistep reactions, involving the application of carbonyl compounds, e. g. oxoacids, phthalimides, 2-iodobenzamides or acylhalides, have been developed as novel synthetic routes for the preparation of 3- substituted 2,3-dihydro-1H-isoindol-1-ones, which are reviewed here. Alternatively, reductive or acid-catalyzed rearrangements of certain heterocycles lead to the formation of 3-substituted isoindolones. Asymmetric syntheses too have been described. Keywords: isoindolones, dearomatization, heteroannulation, baylis-hillman reaction, magnesium monoperoxyphthalate, dicarbonyl compounds