Effective synthesis of symmetrical oxygen- and nitrogen-heterocycles from electron-deficient alkynes via the catalysis of electrogenerated base and Fe3+ ions

Effective synthesis of symmetrical oxygen- and nitrogen-heterocycles from electron-deficient alkynes via the catalysis of electrogenerated base and Fe3+ ions
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通过电生碱和 Fe3 离子催化从缺电子炔烃有效合成对称氧杂环和氮杂环

DOI:
10.1016/j.tet.2011.04.058
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发表时间:
2011-06-10
期刊:
影响因子:
2.1
通讯作者:
Jiang, Huan-Feng
Jiang, Huan-Feng
中科院分区:
化学3区
文献类型:
--
作者:
Li, Chuan-Hua;Yuan, Gao-Qing;Jiang, Huan-Feng

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以缺电子炔和醇或胺为原料,通过电化学诱导两步法合成了氧杂环和氮杂环化合物。第一步是电生碱(EGB)催化氢醇化或氢胺化过程。在第二步中,铁离子和电生成的强碱可以协同催化环化过程,得到对称的杂环。考察了影响反应的主要因素,并对反应机理进行了探讨. (C)2011爱思唯尔有限公司版权所有。
An efficient method has been developed for the synthesis of oxygen- and nitrogen-heterocycles from electron-deficient alkynes and alcohol or amines via electrochemically induced two-step process. The first step involves that the electrogenerated base (EGB) catalyzes hydroalcoholization or hydroamination process. In the second step, Fe3+ ions and strong bases electrogenerated can synergically catalyze the cyclization process to give symmetrical heterocycles. Some key factors were investigated and the reaction mechanism was discussed. (C) 2011 Elsevier Ltd. All rights reserved.