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Communication | Special issue | Vol 37, No. 2, 1994, pp.701-708
Published online, 1st January, 1970
DOI: 10.3987/COM-93-S90
Lithiation Routes to Oxindoles and 2-indolinethiones: Precursors to 2,2'-Dithiobisindoles with Tyrosine Kinase Inhibitory Properties

Gordon W. Rewcastle* and William A. Denny

*Cancer Reserach Laboratory, Univerity of Auckland, School of Medicine, Private Bag 92019, Auckland, New Zealand


N-Substituted oxindoles and 2-indolinethiones can be prepared by lithiation of carboxyl protected N,2-dimethylanilines followed by quenching with CO2 or CS2 respectively. 2-Indolinethione derivatives are also available via demethylation of 2-methylthioindoles, which are prepared by lithiation of N-substituted indoles and treatment with dimethyl disulfide.