Abstract

Isatin reacts in the presence of pyridine with acetic anhydride to give spiro-dimers, 1 and 2. The former was converted with acid to 2. Treatment of 2 with diazomethane yielded methylester (3) which was converted with the excess reagent to cyclopropane derivative 4. Compound 1 was heated under reflux in methanol to yield 5, 6-dihydrobenz [c, d] indolinone (5) (46.6%) together with a little 6, 7, and 8. On treatment with anilines or hydrazine, 1 was converted to anilides or 2, 3-dihydro-4, 4-phthalazinone derivative.

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