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Formylation / Electron-rich Olefin

No.103(July 1999)
B1968
Bis(1,3-diphenyl-2-imidazolidinylidene) (1)
The present reagent 1 "electron-rich" olefin which reacts with active methylene compounds to form α-substituted aminals 2. The aminal can be converted into an α-substituted aldehyde by hydrolysis. In the reaction with phenol 3, aminal 4 is produced, and p-formylphenol is then formed by hydrolysis. Consequently, this reagent 1 is used as a formylating agent for active methylene or phenols under mild conditions.

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