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Note | Regular issue | Vol 68, No. 3, 2006, pp.539-547
Published online, 14th February, 2006
DOI: 10.3987/COM-05-10651
Unexpected 7-Methylation of Oxindoles

Balázs Volk,* Rita Kapiller-Dezsöfi, and Gyula Simig

*Chemical Research Deivision, EGIS Pharmaceuticals Ltd., P.O.Box 100, H-1475 Budapest, Hungary


A unique, regioselective 7-methylation reaction has been discovered during the reductive 3-alkylation of isatin with i-BuOH at 230 °C, in the presence of Raney nickel, under hydrogen atmosphere. Based on this observation, a synthetic method has been elaborated for the preparation of 3-alkyl-7-methyloxindoles.