Synthesis of Novel Thiazolidin‐4‐ones and Thiazinan‐4‐ones Analogous to Rosiglitazone,Journal of Heterocyclic Chemistry

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Synthesis of Novel Thiazolidin‐4‐ones and Thiazinan‐4‐ones Analogous to Rosiglitazone
Journal of Heterocyclic Chemistry ( IF 2.0 ) Pub Date : 2018-11-28 , DOI: 10.1002/jhet.3402
Adriana M. Neves ₁ , José C. Campos ₁ , Daniela P. Gouvêa ₂ , Gabriele A. Berwaldt ₁ , Taís B. Goulart ₁ , Cinara T. Avila ₁ , Pablo Machado ₃ , Geórgia C. Zimmer ₄ , Wilson Cunico ₁

Affiliation

This work reports the synthesis of thiazolidin‐4‐ones and thiazinan‐4‐ones analogous to rosiglitazone, a potent antidiabetic drug. The desired compounds were synthesized with moderate to good yields by one‐pot reactions between different primary amines, mercaptoacetic or mercaptopropionic acids, and the 4‐(2‐(methyl(pyridin‐2‐yl)amino)ethoxy)benzaldehyde. The cyclocondensation reactions were carried out for 20 h, and all the products were characterized by ¹H and ¹³C nuclear magnetic resonance spectroscopy, mass spectrometry, and one example by X‐ray diffraction.

中文翻译：

类似于罗格列酮的新型噻唑烷酮-4-酮和噻嗪酮-4-酮的合成

这项工作报告了类似于强效抗糖尿病药罗格列酮的噻唑烷酮-4-酮和噻嗪酮-4-酮的合成。通过不同的伯胺，巯基乙酸或巯基丙酸与4-（2-（甲基（吡啶-2-基）氨基）乙氧基）苯甲醛之间的一锅反应，合成所需的化合物具有中等至良好的收率。进行了20小时的环缩合反应，所有产物的特征在于¹ H和¹³ C核磁共振波谱，质谱以及一个实例（通过X射线衍射）。

更新日期：2018-11-28

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