Green electrochemical strategy for one-step synthesis of new catechol derivatives.
Autor: | Toghan A; Chemistry Department, Faculty of Science, South Valley University Qena 83523 Egypt arafat.toghan@yahoo.com.; Chemistry Department, College of Science, Imam Mohammad Ibn Saud Islamic University (IMSIU) Riyadh 11623 Kingdom of Saudi Arabia., Abo-Bakr AM; Chemistry Department, Faculty of Science, South Valley University Qena 83523 Egypt arafat.toghan@yahoo.com., Rageh HM; Chemistry Department, Faculty of Science, South Valley University Qena 83523 Egypt arafat.toghan@yahoo.com., Abd-Elsabour M; Chemistry Department, Faculty of Science, South Valley University Qena 83523 Egypt arafat.toghan@yahoo.com. |
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Jazyk: | angličtina |
Zdroj: | RSC advances [RSC Adv] 2019 Apr 30; Vol. 9 (23), pp. 13145-13152. Date of Electronic Publication: 2019 Apr 30 (Print Publication: 2019). |
DOI: | 10.1039/c9ra01206k |
Abstrakt: | 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, 1 H NMR, 13 C-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. Competing Interests: There are no conflicts of interest to declare. (This journal is © The Royal Society of Chemistry.) |
Databáze: | MEDLINE |
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