氢氧化铯催化端炔与二替加氟二硒醚反应制备(Z)-1,2-二替加氟硒基烯烃  

Cesium Hydroxide-Catalyzed Synthesis of (Z)-1,2-Bistegafurselenoalkenes through the Selenation of Terminal Acetylenes with Ditegafur Diselenides

作　　者：喻爱和[1] 许新华[2] YU Ai-he;XU Xin-hua(College of Chemistry,Hunan Mechanical and Electrical Polytechnic College,Changsha 410151,China;College of Chemistry and Chemical Engineering,Hunan University,Changsha 410082,China)

机构地区：[1]湖南机电职业技术学院化工学院,湖南长沙410151 [2]湖南大学化学化工学院,湖南长沙410082

出　　处：《化学试剂》2020年第11期1370-1376,共7页Chemical Reagents

基　　金：国家自然科学基金资助项目(21536003,2127-3068)。

摘　　要：以CsOH·H2O作催化剂,以端炔与二替加氟二硒醚作为反应原料,N,N-二甲基甲酰胺(DMF)作为溶剂,氮气氛围下,反应在室温下能够有效进行,较高产率和高立体选择性的得到新型目标化合物,产率为56%~83%。通过1HNMR、13CNMR、IR和HRMS对目标产物进行确证,并提出了可能的反应机理,为目标化合物的制备提供了一个高效、温和的路径,对进一步研究含硒替加氟药物活性具有重要推动作用。A highly stereoselective approach for the synthesis of the title compound was demonstrated through the reaction of terminal acetylenes with ditegafur diselenides catalyzed by cesium hydroxide in DMF,under mild conditions and nitrogen atmosphere with 56%~83%yields.And all the desired products were confirmed by 1HNMR,13CNMR,IR and HRMS.Then the possible reaction mechanism was also proposed.The method provides an efficient and mild route to the title compound,which plays an important role in the further study of the pharmaceutical activity of tegafur containing selenium.

关 键 词：氢氧化铯 二替加氟二硒醚 端炔 催化 (Z)-1 2-二替加氟硒基烯烃 

分 类 号：O627.6[理学—有机化学]