Three ethynyl substituted phenylphthalimides were prepared and characterized by high pressure liquid chromatography, differential scanning calorimetry, and mass spectroscopy. When the preparation of N‐(4‐ethynylphenyl)phthalimide was attempted by the thermal cyclodehydration of N‐(4‐ethynylphenyl)‐2‐carboxybenzamide, N‐(4‐acetylphenyl)phthalimide was obtained as the major component. This unusual hydration of an ethynyl group was investigated and a mechanism was proposed to explain it.
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P. M. Hergenrother (1980) studied this question.
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