Synthesis of oxindoles from anilines and .beta.-thio carboxylic

Details Synthesis of oxindoles from anilines and .beta.-thio carboxylic Synthesis of oxindoles from anilines and .beta.-thio carboxylic

1975-02-27

1976-08-03

Gotts, Lewis

Chemistry of carbon compounds

Miscellaneous organic carbon compounds

C-metal

2602471R, 26029373, 2603265S, 260470, 260558S, C07D20934, C07C14946, C07C10378, C07C14502

Patent

active

039728943

ABSTRACT:
Preparing oxindoles and intermediates therefor by reacting an N-haloaniline with .beta.-thio esters or .beta.-thio amides to form an azasulfonium halide, reacting the azasulfonium halide with a base to form an ortho-[thio-ether (hydrocarbonoxycarbonyl) alkyl]aniline, or a [thio-ether (aminocarbonyl) alkyl]aniline, reacting the orthosubstituted aniline with an acid to form a 3-thio-ether-2-oxindole, and then reducing the 3-thio-ether-2-oxindole with Raney Nickel to form the 2-oxindole.

REFERENCES:
gassman et al., "J.A.C.S.", vol. 95, pp. 2718-2719 (1973).

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