Preparation of α-substituted acroleins via the reaction of aldehyde with dihalomethane and diethylamine

Abstract

Treatment of ozonides or aldehydes with a mixture of dihalomethane and diethylamine in dichloromethane affords α-substituted acroleins in good yields, the β-carbon of the acrolein being derived from dihalomethane; the relative rates and yields are in the following order: CH₂l₂ > CH₂Br₂ > CH₂Cl₂.