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  

Studies on the Substitution-Cycloaromatization and Decomposition Reaction Via α-Oxo Ketene Cyclic Dithioacetals

作　　者：刘群[1] 王子苓[1] 董德文[1] 杨智蕴[1] 阎吉昌[2] 张宏[2] 

机构地区：[1]东北师范大学化学系,吉林长春130024 [2]东北师范大学分析测试中心,吉林长春130024

出　　处：《有机化学》1995年第2期180-185,共6页Chinese Journal of Organic Chemistry

基　　金：国家教委优秀年轻教师基金

摘　　要：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。Addition of the aromatic α-oxo ketene cyclic dithioacetals with methallyl Grignard reagent afforded the carbinols 3. Catalyzed by BF3· Et2O, carbinols 3 were converted to the cor- responding 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 volume of R1 and the structure of dithioacetal group, were examined.

关 键 词：缩醛 甲基 烯丙基 氯化镁 取代 环合 芳构化 

分 类 号：O623.541[理学—有机化学] O621.256.9[理学—化学]