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

doi:10.11944/j.issn.1000-0518.2016.10.160108

摘要/Abstract

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。

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

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.

Key words: Selectfluor, alkene, diphenyl diselenide, oxidation, addition

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.

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.

参考文献

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