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An efficient route to synthesize isatins by metal-free, iodine-catalyzed sequential C(sp3)-H oxidation and intramolecular C-N bond formation of 2′-aminoacetophenones
Selvaraj Chandrasekar,
Published in Royal Society of Chemistry
2014
PMID: 25236980
Volume: 12
   
Issue: 42
Pages: 8512 - 8518
Abstract
A novel molecular I2-catalyzed synthesis of isatins through C(sp3)-H oxidation and intramolecular C-N bond formation of 2′-aminoacetophenones with excellent yields up to 97% under transition metal, base, additive, peroxide and ligand free conditions is described. The present protocol is suitable for gram scale synthesis of isatins and retained its high yield. Further, the synthetic utility of this present reaction towards synthesis of bioactive 3-hydroxy-2-oxindoles and oxindoles is demonstrated. This journal is © the Partner Organisations 2014.
About the journal
JournalData powered by TypesetOrganic and Biomolecular Chemistry
PublisherData powered by TypesetRoyal Society of Chemistry
ISSN14770520
Open AccessNo
Concepts (14)
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    C-n bond formations
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    2-AMINOACETOPHENONE
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    Acetophenone derivative
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    Indole derivative
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    Iodine
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    Isatin
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    OXINDOLE
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    Catalysis
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    Chemistry
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    Oxidation reduction reaction
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    Synthesis
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    Acetophenones
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    Indoles
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    Oxidation-reduction