A. E. Favorsky Irkutsk Institute of Chemistry, Siberian Division of The Russian Academy of Sciences, 1 Favorsky Str., 664033 Irkutsk, Russia.
Molecules. 2021 Feb 20;26(4):1116. doi: 10.3390/molecules26041116.
Regioselective synthesis of novel 2,3-[1,4]thiazino[2,3,4-]quinolin-4-ium derivatives has been developed by annulation reactions of 8-quinolinesulfenyl halides with vinyl chalcogenides (vinyl ethers, divinyl sulfide, divinyl selenide and phenyl vinyl sulfide) and tetravinyl silane. The novel reagent 8-quinolinesulfenyl bromide was used in the annulation reactions. The influence of the substrate structure and the nature of heteroatoms on the direction of the reactions and on product yields has been studied. The opposite regiochemistry was observed in the reactions with vinyl chalcogenides and tetravinyl silane. The obtained condensed heterocycles are novel water-soluble functionalized compounds with promising biological activity.
新型 2,3-[1,4]噻嗪并[2,3,4-]喹啉-4-鎓衍生物的区域选择性合成是通过 8-喹啉亚磺酰卤与乙烯基硫属化物（乙烯基醚、二乙烯基硫、二乙烯基硒和苯乙烯基硫）和四乙烯基硅烷的环加成反应来实现的。新型试剂 8-喹啉亚磺酰溴被用于环加成反应。研究了底物结构和杂原子性质对反应方向和产物收率的影响。在与乙烯基硫属化物和四乙烯基硅烷的反应中观察到相反的区域化学。所得缩合杂环是具有潜在生物活性的新型水溶性功能化化合物。
