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有机化学
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有机化学 ›› 2001, Vol. 21 ›› Issue (9): 676-680. 上一篇    下一篇

研究论文

α-肉桂酰基二硫缩烯酮与Grignard试剂的加成反应区域 选择研究-烷硫基对反 应的调控作用

林春;赵彩虹;刘群;胡玉兰;方群欣;齐巍   

  1. 靶山师范学院化学系;东北师范大学化学系.长春(130024)
  • 发布日期:2001-09-25

Studies on the regioslectivity of addition reaction of girgnard reagents to α-cinnamoyl ketene dithioacetals-the modulation by alkylthio groups

Lin Chun;Zhao Caihong;Liu Qun;Hu Yulan;Fang Qunxin;Qi Wei   

  1. NE Normal Univ, Dept Chem.Changchun(130024)
  • Published:2001-09-25

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乙基、苯基卤化镁等Grignard试剂与具有三亲电中心的α-肉桂酰基二硫代缩烯酮类化合物1反应，当1中的烷硫基为二乙硫基、1,3-亚丙二硫基、1,4-亚丁二硫基时，Grignard试剂加成到与芳烃相连的碳原子上，得到共轭加成产物2；当1中的烷硫基为二甲硫基时，生成难以分离的混合物。

关键词: 肉桂酰基, 羰基, 二硫代, 缩烯酮, 烯酮P, 加成反应, 烷硫基, 肉桂酸P, 格氏试剂

The addition reaction of entyl, n-butyl, phenyl and benzyl Grignard reagents to α-cinnamoyl ketene dithioacetals which with 1, 3- propylenedithio or 1, 4-butylenedithio and diethylthio groups was studied. The conjuagted additional products at the carbon atom adjacent to aryl were obtained. When the alkylthio group was dimenethylthio, the products were so complicated that attempted seperation(silica gel) was failed. A probe reaction showed that the diethylthio group had different adjustment to this modulation reaction comparing with dimethylthio group in α-oxo ketene dithioacetls.

Key words: CARBONYL GROUP, DITHIO-, KENONE P, ADDITION REACTION, ALKYLTHIO GROUP, CINNAMIC ACID P, GRIGNARD REAGENT

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