阳光引发下溴与麦克尔受体的加成  

The addition of bromine to Michaeltype substrates under sun light

作　　者：杨增家[1] 刘梅 王芹珠[1] 

机构地区：[1]清华大学化学系

出　　处：《化学试剂》1998年第2期72-73,108,共3页Chemical Reagents

摘　　要：以阳光引发溴与麦克尔受体（ＲＣＨＣＨＺ，Ｒ＝—Ａｒ，—ＣＨ３；Ｚ＝—ＣＮ，—ＣＯＯＨ，—ＣＯＯＣ２Ｈ５，—ＣＯＮＨ２，—ＣＯＣｌ）的加成，合成了一系列有机合成的中间体和工业上有应用价值的化合物，如二溴肉桂腈、二溴肉桂酸、二溴丙烯腈、苯丙炔酸等。合成方法新颖、简便、产率高、污染小，既可应用于小规模的试剂生产，也有很好的工业应用前景。Compounds having a double bond conjugated with electronwithdrawing groups are more susceptible to nucleophilic than electrophilic reagents,because the groups lower the electron density of the double bondFor example,the addition reaction of cinnamic nitrile with bromine takes place very slowly under reflux in carbon tetrachlorideIn this paper we found that bromine can add to Michaeltype substrates (RCHCHZ,R=—Ar,—CH_3;Z=—COOH,—CN,—CONH_2,—COOC_2H_5,—COCl) in sun lightThe reaction takes place by a free-radical addition mechanism by which several compounds such as 2,3-dibromohydrocinnamonitrile,2,3-dibromo-3-phenyl propionic acid,phenyl propiolic acid have been synthesized

关 键 词：阳光 引发 自由基加成 溴 麦克尔受体 加成 

分 类 号：O613.43[理学—无机化学] O621.256.7[理学—化学]