| 1-氯甲基-4-氟-1,4-二氮杂双环[2.2.2]辛烷二(四氟硼酸盐)氧化二苯二硒醚:烯烃的苯硒化方法 |
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| 引用本文： | 田再文,刘泽,余佩,张万轩.1-氯甲基-4-氟-1,4-二氮杂双环[2.2.2]辛烷二(四氟硼酸盐)氧化二苯二硒醚:烯烃的苯硒化方法[J].应用化学,2016,33(10):1218-1220. |
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| 作者姓名： | 田再文 刘泽 余佩 张万轩 |
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| 作者单位： | 湖北大学有机化工新材料湖北省协同创新中心,有机功能分子合成与应用教育部重点实验室 武汉 430062 |
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| 基金项目： | 有机功能分子合成与应用教育部重点实验室资助项目(2013-KL-009) |
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| 摘 要： | 在三氟甲磺酸银的催化下,二苯二硒醚被1-氯甲基-4-氟-1,4-二氮杂双环2.2.2]辛烷二(四氟硼酸盐)(Selectfluor)氧化后,分别与1-己烯烃、苯乙烯或其衍生物加成;在含有水或醇(如甲醇、乙醇、异丙醇)的二氯甲烷中(二氯甲烷与水或醇的体积比为1∶1)反应,分别得到β-羟基或β-烷氧基苯硒醚,产率为72%~94%;探讨了反应条件及底物的适用范围。此方法具有反应条件温和、产率高的特点。
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| 关 键 词： | 氯甲基-氟-二氮杂双环[2.2.2]辛烷二(四氟硼酸盐) 烯烃 二苯二硒醚 氧化 加成 |
| 收稿时间： | 2016-03-14 |
Oxidation of Diphenyl Diselenide with 1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane Bis(tetrafluoroborate):A Method for the Electrophilic Phenylselenenylation of Alkenes |
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| TIAN Zaiwen,LIU Ze,YU Pei,ZHANG Wanxuan.Oxidation of Diphenyl Diselenide with 1-Chloromethyl-4-fluoro-1,4-diazoniabicyclo[2.2.2]octane Bis(tetrafluoroborate):A Method for the Electrophilic Phenylselenenylation of Alkenes[J].Chinese Journal of Applied Chemistry,2016,33(10):1218-1220. |
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| Authors: | TIAN Zaiwen LIU Ze YU Pei ZHANG Wanxuan |
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| Institution: | Hubei Collaborative Innovation Center for Advanced Organic Chemical Material,Key Laboratory for the Synthesis and Application of Organic Functional Molecules,Ministry of Education,Hubei University,Wuhan 430062,China |
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| Abstract: | Diphenyl diselenide was oxidized by Selectfluor and added to alkenes catalyed by silver triflate. The reaction performed in CH2Cl2 in the presence of water or alcohol leading to β-hydroxy or β-alkoxy selenides in good yields in the range of 72%~94%. The reaction conditions and the scope of substrates were discussed. This method has some advantages such as mild reaction conditions and high yields. |
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| Keywords: | Selectfluor alkene diphenyl diselenide oxidation addition |
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