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硒代酰胺与卤代烃在Et3N-CHCl3体系中的硒转移反应

Selenium transfer reaction of selenoamides and alkyl halides in Et3N-CHCl3

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【作者】 赵华绒陆丰平

【Author】 ZHAO Hua-rong,LU Feng-ping(Department of Chemistry,Zhejiang University,Hangzhou 310027,China)

【机构】 浙江大学化学系浙江大学化学系 浙江杭州310027浙江杭州310027

【摘要】 为了研究硒代酰胺与活泼卤代烃在各种溶剂中的反应情况,选择将硒代酰胺与苄氯在无水氯仿中进行反应,硒代酰胺与苄氯在Et3N存在下按1∶2的比例加入,反应与在benzene/ethanol中不同,生成了以二苄基二硒醚为主的产物,同时含少量二苄基硒醚.当硒代酰胺与苄氯以1∶1加入,在Et3N存在下则生成以二苄基硒醚为主,同时含有少量的二苄基二硒醚的产物.该反应拓展了硒代酰胺的硒转移反应,同时也提供了一种合成烃基二硒醚和二烃基硒醚的方法.

【Abstract】 The reactivity of aryl selenoamides toward alkyl halide was investigated in Et3N-CHCl3.Surprisingly,it was found that the dialkyl selenides as major product with a trace of dialkyl diselenide as sideproduct were obtained by the reaction of aryl selenoamide with benzyl chloride at 1∶1 molar ratio,and dialkyl diselenide was formed as major product with a trace dialkyl selenide as sideproduct by the reaction of aryl selenoamide with benzyl chloride at 1∶2 molar ratio in Et3N-CHCl3.It is different from the reaction of selenoamides with alkyl halides in benzene/ethanol.This reaction provides not only a new selenium transfer reaction but also a new method for synthesis of dialkyl selenides and dialkyl diselenides.

【关键词】 硒代酰胺卤代烃硒转移反应
【Key words】 selenoamidealkyl halideselenium transfer reaction
  • 【文献出处】 浙江大学学报(理学版) ,Journal of Zhejiang University(Science Edition) , 编辑部邮箱 ,2007年04期
  • 【分类号】O621.25
  • 【被引频次】3
  • 【下载频次】82
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