An efficient and regioselective thiocyanation of aromatic and heteroaromatic compounds using cross-linked poly (4-vinylpyridine)-supported thiocyanate as a versatile reagent and potassium peroxydisulfate as a strong oxidizing agent

An efficient and regioselective thiocyanation of aromatic and heteroaromatic compounds using cross-linked poly (4-vinylpyridine)-supported thiocyanate as a versatile reagent and potassium peroxydisulfate as a strong oxidizing agent
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DOI:
10.1080/17415993.2014.917375
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发表时间:
2014-05
影响因子:
2.2
通讯作者:
M. K. Zarchi;R. Banihashemi
M. K. Zarchi;R. Banihashemi
中科院分区:
化学4区
文献类型:
--
作者:
M. K. Zarchi;R. Banihashemi

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以交联聚(4-乙烯基吡啶)负载的硫氰酸根离子[P4-VP]SCN为多功能聚合物试剂,过硫酸钾为强氧化剂,在非均相条件下,实现了芳香族和杂芳香族化合物的绿色区域选择性硫氰酸化反应.各种吲哚,苯酚和苯胺衍生物,吡咯转化成其相应的芳基硫氰酸酯在高至优异的产率。该方法具有反应时间短、反应后处理简单等优点,且聚合物试剂可以再生和重复使用多次而不会显著损失其活性。图形摘要
A green and regioselective thiocyanation of aromatic and heteroaromatic compounds has been achieved via a simple protocol using cross-linked poly (4-vinylpyridine)-supported thiocyanate ion, [P4-VP]SCN, as a versatile polymeric reagent and potassium persulfate as a strong oxidizing agent, under heterogeneous conditions. Various indoles, phenol and aniline derivatives, and pyrroles were transformed into their corresponding aryl thiocyanates in high to excellent yields. This procedure offers advantages such as short reaction time, simple reaction work-up, and the polymeric reagents can be regenerated and reused for several times without significant loss of their activity. GRAPHICAL ABSTRACT