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SYNTHESIS | 2020精选:中国作者论文免费阅读 2020-12-24

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SYNTHESIS

影响因子 2019:2.675






欢迎免费阅读Thieme Chemistry期刊Synthesis中国作者精选论文。本期论文来自哈尔滨工业大学(威海)海洋科学与技术学院吴彦超教授等人的研究,欢迎阅读。


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Chlorination of Arylaldehyde-Derived Arylsulfonylhydrazones with N-Chlorosuccinimide Leading to 1,2,4,5-Tetrazine Derivatives

芳醛衍生的芳基磺酰腙与 N-氯代琥珀酰亚胺的氯化反应生成 1,2,4,5-四嗪衍生物

Yuan-Zhao JiHui-Jing LiYing LiuYan-Chao Wu

哈尔滨工业大学(威海)海洋科学与技术学院

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摘要 //

It has been reported previously that treatment of aryl­ketone-derived arylsulfonylhydrazones with NXS/(nBu)4NX affords exclusively vinyl halides. In contrast, we have found that treatment of aryl­aldehyde-derived arylsulfonylhydrazones with N-chlorosuccinimide in the presence of potassium hydroxide affords 1,2,4,5-tetrazine derivatives in good to excellent yields. The present reactions are carried out under metal-free and mild reaction conditions.

先前已报道过用 NXS/(nBu)4NX 处理芳基酮衍生的芳基磺酰腙,仅得到乙烯基卤化物。相比之下,我们发现在氢氧化钾存在下,用 N-氯代琥珀酰亚胺处理芳醛衍生的芳基磺酰腙可得到收率良好至优异的 1,2,4,5-四嗪衍生物。该反应在无金属和温和反应条件下进行。

关键词 //

1,2,4,5-tetrazines - hydrazones - N-chlorosuccinimide - chlorination - metal-free

1,2,4,5-四嗪–腙–N-氯代琥珀酰亚胺–氯化反应–无金属