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Method to build 2,4-substituted selenazole from β-azido diselenide and carboxylic acid: A formal synthesis of selenazofurin
Tetrahedron ( IF 2.1 ) Pub Date : 2018-05-05 , DOI: 10.1016/j.tet.2018.05.010 Junfei Qiao , Yi Liu , Yuguo Du
中文翻译:
由β-叠氮基二硒化物和羧酸制备2,4-取代的硒氮唑的方法:硒氮呋喃的正式合成
更新日期:2018-05-05
Tetrahedron ( IF 2.1 ) Pub Date : 2018-05-05 , DOI: 10.1016/j.tet.2018.05.010 Junfei Qiao , Yi Liu , Yuguo Du
A novel approach for the synthesis of 2,4-disubstituted selenazoles using carboxylic acids (or anhydrides) and β-azido diselenide was achieved via a one-pot cascade formation of selenazoline (Staudinger reduction/diselenide cleavage/selenocarbonylation/aza-Wittig reaction) and a following MnO2-promoted oxidation. This method offers excellent substrate flexibility, and its valuable application is exemplified by an efficient total synthesis of Selenazofurin which exhibited good antitumor activities against K562 and A549 cells.
中文翻译:
![](https://scdn.x-mol.com/jcss/images/paperTranslation.png)
由β-叠氮基二硒化物和羧酸制备2,4-取代的硒氮唑的方法:硒氮呋喃的正式合成
通过一锅级联硒氮唑啉(Staudinger还原/二硒键裂解/硒代羰基化/氮杂-维蒂希反应)实现了使用羧酸(或酸酐)和β-叠氮基二硒化物合成2,4-二取代硒唑的新方法以及随后的MnO 2促进的氧化。该方法具有出色的底物柔韧性,并且其有效的全合成硒氮唑呋喃具有很好的应用价值,硒氮呋喃对K562和A549细胞具有良好的抗肿瘤活性。