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A mild and efficient CAN mediated oxidation of Morita-Baylis-Hillman adducts of 5-methyl-N-alkylisatin to 5-formyl-N-alkylisatin
Authors:Ponnusamy Shanmugam  Vadivel Vaithiyanathan  Kodirajan Selvakumar
Institution:Chemical Sciences and Technology Division, National Institute for Interdisciplinary Science and Technology (NIIST), Thiruvananthapuram 695 019, Kerala, India
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.
Keywords:CAN  Morita-Baylis-Hillman adduct  Aryl methyl oxidation  Isatin  Aromatic aldehydes
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