有机化学 ›› 1995, Vol. 15 ›› Issue (2): 180-185. 上一篇    下一篇

研究论文

经由α-羰基烯酮环二硫代缩醛的取代-环合芳构化及分解反应

刘群;王子苓;董德文;杨智蕴;阎吉昌;张宏   

  1. 东北师范大学化学系;东北师范大学分析测试中心
  • 发布日期:1995-04-25

Studies on the substitution-cycloaromatization and decomposition reaction via α-oxo ketene cyclic dithioacetals

LIU QUN;WANG ZILING;DONG DEWEN;YANG ZHIYUN;YAN JICHANG;ZHANG HONG   

  • Published:1995-04-25

本文报道了芳香族α-羰基烯酮环二硫代缩醛与 2-甲基烯丙基Grignard试剂的1,2-加成产物在酸催化下的取代-环合芳构化反应及分解反应. 探讨了亲核试剂体积, 缩醛基结构对取代-环合芳构化反应活性的影响.

关键词: 分解, 环化, 硫缩醛

Addition of the aromatic α-oxo ketene cyclic dithioacetals with methallyl Grignard reagent afforded the carbinols 3 . Catalyzed by BF~3·Et~2O, carbinols 3 were converted to the corresponding aromatic ethers 4 when the reaction was performed in alcohols used. While catalyzed by silica gel, the β,γ-unsaturated aromatic ketones 6 were obtained from the decomposation of 3. Some effective factors to the substitution-cycloaromatization reaction, such the volum of R^1 and the structure of dithioacetal group, were examined.

Key words: DECOMPOSITION, CYCLIZATION, MERCAPTAL

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