Dicyanoanthracene-sensitized photooxygenation of silyl enol ether  

Dicyanoanthracene-sensitized photooxygenation of silyl enol ether

作  者:WU,Shi-Hui ZHANG,Zhi-Yi Department of Chemistry,Fudan University,Shanghai 200433 

出  处:《Chinese Journal of Chemistry》1990年第3期271-273,共2页中国化学(英文版)

基  金:This work was supported by the National Natural Science Foundation of China.

摘  要:Benzoic acid and substituted benzoic acids are produced in photooxygenation of 1-aryl- 1-trimethylsilyloxy-1-propene(1)sensitized by 9,10-dicyanoanthracene(DCA)in acetonitrile.An electron transfer mechanism is proposed in which superoxide ion(O)combines with cation radical of 1 to form a dioxetane(2)which cleaves to form trimethylsilylbenzoate(3)and then 3 is converted to benzoic acids by hydrolysis.Benzoic acid and substituted benzoic acids are produced in photooxygenation of 1-aryl- 1-trimethylsilyloxy-1-propene(1)sensitized by 9,10-dicyanoanthracene(DCA)in acetonitrile.An electron transfer mechanism is proposed in which superoxide ion(O)combines with cation radical of 1 to form a dioxetane(2)which cleaves to form trimethylsilylbenzoate(3)and then 3 is converted to benzoic acids by hydrolysis.

关 键 词:Dicyanoanthracene-sensitized photooxygenation of silyl enol ether 

分 类 号:O6[理学—化学]

 

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