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ACS omega. 2020 Oct 29;5(44):28712-28721. doi: 10.1021/acsomega.0c03987 Q23.72024

Production of Amidinyl Radicals via UV-Vis-Light Promoted Reduction of N-Arylthiophene-2-carboxamidoximes and Application to the Preparation of Some New N-Arylthiophene-2-carboxamidines

通过UV-可见光促进的N-芳基噻吩-2-甲酰胺肟还原制备亚胺基自由基及其在一些新的N-芳基噻吩-2-甲酰胺亚胺衍生物合成中的应用 翻译改进

Islam M A Mekhemer  1, Abdel-Aal M Gaber  1, Morsy M M Aly  1

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  • 1 Chemistry Department, Faculty of Science, Assiut University, Assiut 71516, Egypt.
  • DOI: 10.1021/acsomega.0c03987 PMID: 33195924

    摘要 Ai翻译

    A modern method for the preparation of some new N-arylthiophene-2-carboxamidines via amidinyl radicals generated using UV-vis-light promoting the reduction of N-arylthiophene-2-carboxamidoximes without any catalyst in a short amount of time, highly straight forward, and in an efficient manner is described. This method defeats the flaws of the conventional methods for the reduction of amidoxime derivatives to amidine derivatives, which require harsh conditions such as using a strong acid, high temperature, and expensive catalysts. Benzo[d]imidazoles, benzo[d]oxazoles, and amides can also be synthesized by applying this method. The photoproducts were analyzed by various spectroscopic and analytical techniques, including thin-layer chromatography, column chromatography, high-performance liquid chromatography, gas chromatography/mass spectrometry, IR, 1H NMR, 13C NMR, and MS. Notably, the chromatographic analyses proved that the best time for the production of N-arylthiophene-2-carboxamidines is 20 min. The reaction mechanism comprising pathways and intermediates was also suggested via the homolysis of N-O and C-N bonds.

    Keywords:amidinyl radicals

    关键词:亚氨自由基

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    期刊名:Acs omega

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    ISSN:2470-1343

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    IF/分区:3.7/Q2

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    Production of Amidinyl Radicals via UV-Vis-Light Promoted Reduction of N-Arylthiophene-2-carboxamidoximes and Application to the Preparation of Some New N-Arylthiophene-2-carboxamidines