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Synthesis of oxaazaisowurtzitanes by condensation of 4-dimethylaminobenzenesulfonamide with glyoxal
Tetrahedron ( IF 2.1 ) Pub Date : 2020-05-23 , DOI: 10.1016/j.tet.2020.131298
Artyom E. Paromov , Sergey V. Sysolyatin , Irina А. Shchurova , Alla I. Rogova , Valeriy V. Malykhin , Yuri V. Gatilov

This study was focused on investigating the formation of N-polysulfonylsubstituted aza- and oxaazaisowurtzitanes via condensation of 4-dimethylaminobenzenesulfonamide with glyoxal and discovering new polyheterocyclic caged systems. More specifically, we explored how a donor substituent incorporated into the para position of the phenylsulfonamide molecule would influence the formation of cage products. Four new oxaazaisowurtzitane derivatives bearing one to three aza groups in the cage were consequently synthesized. A side reaction was found to take place, leading to a product having a non-isowurtzitane structure and four 4-dimethylaminobenzenesulfonyl moieties. The side product was analyzed by X-ray diffraction.



中文翻译:

4-二甲基氨基苯磺酰胺与乙二醛缩合反应合成氧杂氮杂异纤锌矿型结构

这项研究的重点是通过4-二甲基氨基苯磺酰胺与乙二醛的缩合研究N-聚磺酰取代的氮杂-和氧杂氮杂异纤锌矿型结构的形成,并发现新的多杂环笼型体系。更具体地说,我们探索了结合到苯磺酰胺分子对位的供体取代基将如何影响笼形产物的形成。因此,合成了笼中带有1-3个氮杂基团的四种新的氧杂氮杂异纤锌矿型结构烷烃衍生物。发现发生了副反应,从而导致产物具有非异异丁烯结构的烷烃和四个4-二甲基氨基苯磺酰基部分。通过X射线衍射分析副产物。

更新日期:2020-05-23
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