The synthesis of cyclopropanone from diazomethane and ketene at low temperature is described. The ketone can be kept for a few days at liquid nitrogen temperature.
Abstract. In a two step reaction, hexamethylbenzene consumes two molecules of singlet oxygen to form epidioxy hydroperoxide 3. The first step involves a [4 + 2]-cycloaddition, which is followed by an ene-reaction. The structure of the intermediary endoperoxide 2 has been established spectroscopically. Pentamethylbenzene reacts in the same way with singlet oxygen, albeit much more slowly. Two epidioxy hydroperoxides are formed in this case.
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