Citation: Qun LIU, Zhi Ling WANG, Shu Jia ZHANG, Zhi Yun YANG. STUDIES ON THE REACTIVITY OF CYCLOAROMATIZATION REACTION VIA a-OXO KETENE DITHIOACETALS[J]. Chinese Chemical Letters, ;1994, 5(7): 577-580. shu

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

Department of Chemistry, Northeast Normal University, Changchun, 130024

Received Date: 22 March 1994

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