A mild and efficient CAN mediated oxidation of Morita-Baylis-Hillman adducts of 5-methyl-N-alkylisatin to 5-formyl-N-alkylisatin |
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Authors: | Ponnusamy Shanmugam Vadivel Vaithiyanathan Kodirajan Selvakumar |
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Institution: | Chemical Sciences and Technology Division, National Institute for Interdisciplinary Science and Technology (NIIST), Thiruvananthapuram 695 019, Kerala, India |
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Abstract: | A simple, mild and efficient CAN mediated oxidation of Morita-Baylis-Hillman adducts of 5-methyl-N-alkylisatins 1a-13a to 5-formyl-N-alkylisatins 1b-13b under ambient reaction conditions is reported. Simple and isomerized 5-methyl-N-alkylisatin derivatives 1-4 have also been tested and failed to provide the corresponding formylated products. A plausible reaction mechanism has been proposed. |
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Keywords: | CAN Morita-Baylis-Hillman adduct Aryl methyl oxidation Isatin Aromatic aldehydes |
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