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 bondFor example,the addition reaction of cinnamic nitrile with bromine takes place very slowly under reflux in carbon tetrachlorideIn this paper we found that bromine can add to Michaeltype substrates (RCHCHZ,R=—Ar,—CH_3;Z=—COOH,—CN,—CONH_2,—COOC_2H_5,—COCl) in sun lightThe 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
出处
《化学试剂》
CAS
CSCD
1998年第2期72-73,108,共3页
Chemical Reagents
