Ph_3P/CF_3CCl_3作为一个新的羰基烯烃化试剂的研究——一锅法合成烯烃RCH=CClCF_3  

One Pot Synthesis of Trifluoromethyl Substituted Olefins by Using Ph_3p/CF_3CCl_3 as a New Carbonyl Olefination Reagents

作　　者：李兴亚[1] 傅伟敏[1] 麻生明[1] 蒋锡夔[1] 

机构地区：[1]中国科学院上海有机化学研究所

出　　处：《化学学报》1989年第4期36-36,共1页Acta Chimica Sinica

基　　金：中国科学院科学基金

摘　　要：Ph_3P/CF_3CCl_3与醛在室温下一锅反应生成三氟甲基取代的烯烃RCH=CClCF_3(3)。芳香醛及α,β-不饱和醛的反应显示高度立体选择性,给出Z式异构体。而饱和脂肪醛的反应立体选择性较低,Z与E式异构体的比例为2:1至3:1。反应可能是经由叶立德Ph_3P-CClCF_3的Wittig型反应。本工作表明,Pa_3P/CF_3CCl_3可以作为在十分温和的条件下向有机分子中引入=CClCF_3结构单元的方便试剂。An one pot synthesis of trifluoromethyl substituted olefins by reaction of Ph_3P/ CF_3CCl_3 with aldehydes at room temperature was reported. The reactions with aromatio and α,β-unsaturated aliphatic aldehydes are highly stereoselective and give Z isomers of the olefins while the reactions with aliphatic aldehydes give Z and E isomers in 2:1 to 3:1 ratios. The reaction might proceed via a phosphorus ylide Ph_3 P--CCICF_3 which was generated in situ and then underwenta Wittig type of reaction with aldehydes. Thus Ph_3P/CF_3CCl_3 may serve as a convenient reagent for transferring a CF_3CCl unit into an organic molecule under very mild conditions.

关 键 词：RCH=CClCF3 合成 PH3P CF3CCl3 

分 类 号：O623.22[理学—有机化学]