Sodium-iodoxybenzoate mediated highly chemoselective aziridination of olefins

Sodium-iodoxybenzoate mediated highly chemoselective aziridination of olefins
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DOI:
10.1016/j.tet.2014.06.029
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发表时间:
2014-09-02
期刊:
影响因子:
2.1
通讯作者:
Yan, Tu-Hsin
Yan, Tu-Hsin
中科院分区:
化学3区
文献类型:
--
作者:
Bakthavachalam, Ananthan;Chuang, Hui-Chun;Yan, Tu-Hsin

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在此,我们首次使用2-碘氧基苯甲酸钠作为PhthNH(2)的高度专一性氧化剂,以创建一种高度化学选择性的氮杂环化试剂。这种方法有效地实现了富电子、缺电子、烯丙醇和烯基溴C=C键的氮杂化反应,产率很好。通过使用这一有效的无金属的方案,证明了富电子和缺电子的烯烃之间的分子间和分子内的化学选择性。(C)2014爱思唯尔有限公司。保留所有权利。
Herein we utilized, for the first time, sodium 2-iodoxybenzoate as a highly specific oxidant for PhthNH(2) to create a highly chemoselective aziridination reagent. This method efficiently effects aziridination of electron-rich, electron-deficient, allylic alcohol and alkenyl bromide C=C bonds in good to excellent yields. Inter and intramolecular chemoselectivity was demonstrated between electron-rich and electron-deficient alkenes by using this efficient and metal free protocol. (C) 2014 Elsevier Ltd. All rights reserved.