ChemInform Abstract: Synthesis of Oxindoles by Broensted Acid Catalyzed Radical Cascade Addition of Ketones.

Abstract

Synthesis of Oxindoles by Broensted Acid Catalyzed Radical Cascade Addition of Ketones. -N-alkylated methacrylic acid anilides react with ketones via tBuOOH--mediated radical cascade Michael addition/cyclization to the title compounds in good to high yields. Non-alkylated anilide (XIIb) or methacrylic acid phenyl ester (XIIa) do not undergo cyclization but give the peroxylated Michael adducts (XIV). -(BOESS, E.; KARANESTORA, S.; BOSNIDOU, A.-E.; SCHWEITZER-CHAPUT, B.; HASENBECK, M.; KLUSSMANN*, M.; Synlett 26 (2015) 14, 1973-1976, http://dx.doi.org/10.1055/s-0034-1381052 ; MPI Kohlenforsch., D-45470 Muelheim/Ruhr, Germany; Eng.) -M. Tismer 02-112