Air oxidation of oxindoles to isatins

Chemistry of carbon compounds – Miscellaneous organic carbon compounds – C-metal

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C07D20938

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042527236

ABSTRACT:
An aniline is converted to a 3-lower hydrocarbonthiooxindole by processes already known in the art and then air oxidized in an inert liquid vehicle in the presence of a base. The inert liquid vehicle advantageously is aprotic and the base is non-nucleophilic. Also, the aprotic liquid vehicle is desirably solvent for the starting 3-lower hydrocarbonthiooxindole and the non-nucleophilic base.

REFERENCES:
patent: 646841 (1900-04-01), Knietsch
patent: 3897451 (1975-07-01), Gassman
patent: 3983242 (1976-09-01), Hardtmann et al.
patent: 4186132 (1980-01-01), Gassman
patent: 4188325 (1980-02-01), Gassman et al.
Gassman et al., J. Org. Chem., vol. 42, pp. 1344-1348 (1977).

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