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Green electrochemical strategy for one-step synthesis of new catechol derivatives

机译:新型儿茶酚衍生物一步合成的绿色电化学策略

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摘要

In this paper, we present promising results in the green electrochemical oxidation of catechol in the presence of three different thiol nucleophiles at the surface of a glassy carbon electrode in an aqueous solution using cyclic voltammetry (CV). The outcome indicated the synthesis of some new heterocyclic compounds functionalized with phenolic, triazole, triazine and pyrimidine groups. The effects of repetitive cycling, nucleophile concentrations and sweep rates were explored to get more information about the systems. The voltammetric data showed that the electro-generated o-benzoquinone is a quite reactive intermediate, which in aqueous solutions can quickly participate in a Michael-addition reaction with any one of the nucleophiles to form the corresponding products. The structures of all newly electro-synthesized compounds were confirmed by elemental analyses and FT-IR, H-1 NMR, C-13-NMR and MS spectra. The one-pot synthesis strategy led to new organics with high purities and good yields under green conditions without harmful reagents.
机译:在本文中,我们在使用循环伏安法(CV)的水溶液中的三种不同的硫醇亲核试剂中,在水溶液中的三种不同硫醇亲核试剂中,在水溶液中的三种不同硫醇亲核试剂的存在下,我们提出了有希望的。结果表明,用酚类,三唑,三嗪和嘧啶基团官能化的一些新的杂环化合物的合成。探索了重复循环,亲核素浓度和扫描率的影响,以获得有关系统的更多信息。伏安数据显示,电生制的O-苯醌是一个相当反应性中间体,其在水溶液中可以快速地参与与任何一种亲核试剂的迈克尔添加反应以形成相应的产物。通过元素分析和FT-IR,H-1 NMR,C-13-NMR和MS光谱证实了所有新电合成化合物的结构。单盆合成策略导致新的有机物具有高纯度,在没有有害试剂的绿色条件下的良好产量。

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