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Synthesis of 2-aminothiazoles from styrene derivatives mediated by 1,3-dibromo-5,5-dimethylhydrantoin (DBH)
Tetrahedron ( IF 2.1 ) Pub Date : 2018-05-08 , DOI: 10.1016/j.tet.2018.05.021
Chunhua Ma , Yuqi Miao , Minghao Zhao , Ping Wu , Jianglu Zhou , Zhi Li , Xilei Xie , Wei Zhang

An efficient procedure for the synthesis of 2-aminothiazoles via DBH-mediated oxidative cyclization of styrenes and thioureas is reported. Various alkenes were successfully transformed to the corresponding 2-aminothiazoles in yields of 10–81% via a two-step one-pot manner using DBH as both the bromine source and oxidant. The method can be readily carried out in gram-scale and successfully applied to the synthesis of anti-inflammatory drug fanetizole using styrene as starting material.



中文翻译:

由1,3-二溴-5,5-二甲基乙内酰脲(DBH)介导的苯乙烯衍生物合成2-氨基噻唑

据报道,通过DBH介导的苯乙烯和硫脲的氧化环化合成2-氨基噻唑的有效方法。使用DBH作为溴源和氧化剂,通过两步一锅法成功地将各种烯烃成功转化为相应的2-氨基噻唑,产率为10-81%。该方法可以容易地以克为单位进行,并且成功地用于以苯乙烯为起始原料的抗炎药fanetizole的合成。

更新日期:2018-05-08
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