The reaction of 4-benzoyl-5-phenylamino-2,3-dihydrothiophene-2,3-dione (1) with aminoheteroaryls, lamotrigine, 1,3-diaminoheteroaryls, dapsone, NH2R (hydroxylamine, DL-1-phenylethylamine, and metformin), and 4,4′-bipyridine in THF/H2O (1 : 1) at room temperature led to 3-N-phenylthiocarbamoyl-2-butenamides 2–5, while that with naphthylamines and 1,3-phenylenediamine in ethanol at high temperature led to 5-phenylamino-2,5-dihydrothiophene-2-ones 6–8 as organic ligands in the medium to good yields. These showed the nucleophilic attacks of N-nucleophiles, except primary aromatic amines, on thioester carboxyl group (C-2) of thiophene-2,3-dione ring 1. However, the nucleophilic attacks of primary aromatic amines on the carbonyl group (C-3) of thiophene-2,3-dione 1 occurred in the form of substituted thiophenes.

中文翻译：

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通过 4-Benzoyl-5-phenylamino-2,3-dihydrothiophene-2,3-dione 与 N-亲核试剂的反应合成有机配体

4-苯甲酰基-5-苯基氨基-2,3-二氢噻吩-2,3-二酮 (1) 与氨基杂芳基、拉莫三嗪、1,3-二氨基杂芳基、氨苯砜、NH2R（羟胺、DL-1-苯乙胺和二甲双胍）的反应) 和 4,4'-联吡啶在 THF/H2O (1:1) 中在室温下产生 3-N-苯基硫代氨基甲酰基-2-丁烯酰胺 2-5，而在乙醇中的萘胺和 1,3-苯二胺在高温度导致 5-苯基氨基-2,5-二氢噻吩-2-ones 6-8 作为培养基中的有机配体获得良好的产率。这些结果表明，除芳香伯胺外，N-亲核试剂对噻吩-2,3-二酮环 1 的硫酯羧基 (C-2) 进行亲核攻击。 然而，芳香伯胺对羰基 (C -3) 噻吩-2,3-二酮 1 以取代噻吩的形式出现。