Preparation of α-substituted acroleins via the reaction of aldehyde or the corresponding ozonide with dihalomethane and diethylamine
作者:Yung-Son Hon、Feng-Jon Chang、Ling Lu、Wei-Chi Lin
DOI:10.1016/s0040-4020(98)00216-6
日期:1998.5
Treatment of aldehydes or the corresponding ozonides with a mixture of dibromomethane and diethylamine afforded α-substituted acroleins in modest to good yields. The β-carbon of the acrolein (nc, n = 1–16) derived from dibromomethane. Functional groups, such as ketone, hydroxy, acetoxy, bromide, iodide, ester are compatible with this reaction condition. The relative rates and yields of this transformation
用二溴甲烷和二乙胺的混合物处理醛或相应的臭氧化物,以中等至良好的收率得到α-取代的丙烯醛。丙烯醛的β-碳(nc,n = 1-16)来自二溴甲烷。诸如酮,羟基,乙酰氧基,溴化物,碘化物,酯之类的官能团与该反应条件相容。发现该转化在二氯甲烷中的相对速率和产率按以下顺序:CH 2 I 2 > CH 2 Br 2 > CH 2 Cl 2。