Abstract The reaction of indole-2, 3-dione (1a) and/or 1-methylindole-2, 3-dione (1b) with mercaptoacetic acid in the presence of 4-toluenesulfonic acid as a catalyst afforded spiro [indoline-3, 2′-[1, 3] oxathialane]-2, 5′-diones (2a, b). Compounds 2a and/or 2b were reacted with the appropriate aliphatic and/or aromatic primary amines to give compounds 3a- j. The reaction of 2a, b with hydrazine hydrate, phenylhydrazine and p- ...