STUDIES ON THE REACTIVITY OF CYCLOAROMATIZATION REACTION VIA a-OXO KETENE DITHIOACETALS  

STUDIES ON THE REACTIVITY OF CYCLOAROMATIZATION REACTION VIA a-OXO KETENE DITHIOACETALS

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作  者:Qun LIU Zhi Ling WANG Shu Jia ZHANG Zhi Yun YANG(Department of Chemistry, Northeast Normal University, Changchun, 130024) 

出  处:《Chinese Chemical Letters》1994年第7期577-580,共4页中国化学快报(英文版)

摘  要:The dihydric dithioketenes 3a-c obtained by 1,2-addition of methallyl Grignard reagent to bis(alkylthio)methylidene derivative ofdimedone 2a-c wewr converted to the cycloaromatization product 4 assisted by boron trifluoride etherate.When this reaction was performed in methanol,the substitution-cycloaroatization product 5 was obtained as by- product from 3c.To this eycloaromatization reaction,,the reactivity order dimethylthio>1, 3 - propylenedithio>1, 2- ethylenedithio carbon cation was established by the yields from 3a-c 4.An intramolecular a1,a1reaction pattern was developed by experiment.The dihydric dithioketenes 3a-c obtained by 1,2-addition of methallyl Grignard reagent to bis(alkylthio)methylidene derivative ofdimedone 2a-c wewr converted to the cycloaromatization product 4 assisted by boron trifluoride etherate.When this reaction was performed in methanol,the substitution-cycloaroatization product 5 was obtained as by- product from 3c.To this eycloaromatization reaction,,the reactivity order dimethylthio>1, 3 - propylenedithio>1, 2- ethylenedithio carbon cation was established by the yields from 3a-c 4.An intramolecular a1,a1reaction pattern was developed by experiment.

关 键 词:OXO KETENE REACTION CYCLOAROMATIZATION DITHIOACETALS VIA 

分 类 号:O621.25[理学—有机化学]

 

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