期刊
MOLECULES
卷 26, 期 4, 页码 -出版社
MDPI
DOI: 10.3390/molecules26041116
关键词
2H; 3H-[1; 4]thiazino[2; 3; 4-ij]quinolin-4-ium derivatives; annulation reactions; 8-quinolinesulfenyl halides; vinyl ethers; divinyl sulfide; divinyl selenide; phenyl vinyl sulfide; tetravinyl silane
A regioselective synthesis of novel 2H,3H-[1,4]thiazino[2,3,4-ij]quinolin-4-ium derivatives was achieved by annulation reactions, using 8-quinolinesulfenyl bromide as a reagent. The reactions with different vinyl chalcogenides and tetravinyl silane showed opposite regiochemistry, resulting in water-soluble functionalized compounds with potential biological activity.
Regioselective synthesis of novel 2H,3H-[1,4]thiazino[2,3,4-ij]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.
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