A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Division of the Russian Academy of Sciences, 1 Favorsky Street, 664033 Irkutsk, Russia.
Molecules. 2023 Feb 23;28(5):2093. doi: 10.3390/molecules28052093.
Reactions of 2-amino-1,3-benzothiazole with aliphatic, aromatic and heteroaromatic α-iodoketones in the absence of bases or catalysts have been studied. The reaction proceeds by N-alkylation of the endocyclic nitrogen atom followed by intramolecular dehydrative cyclization. The regioselectivity is explained and the mechanism of the reaction is proposed. A number of new linear and cyclic iodide and triiodide benzothiazolium salts have been obtained and their structure proved by NMR and UV spectroscopy.
研究了 2-氨基-1,3-苯并噻唑与脂肪族、芳香族和杂环α-碘代酮在无碱或催化剂存在下的反应。该反应通过环内氮原子的 N-烷基化,然后进行分子内脱水环化进行。解释了区域选择性,并提出了反应机理。得到了一系列新的线性和环状碘化物和三碘化物苯并噻唑鎓盐,并通过 NMR 和 UV 光谱证明了它们的结构。