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

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Chlorination of Arylaldehyde-Derived Arylsulfonylhydrazones with N-Chlorosuccinimide Leading to 1,2,4,5-Tetrazine Derivatives
Synthesis ( IF 2.2 ) Pub Date : 2019-10-14 , DOI: 10.1055/s-0039-1690712
Yuan-Zhao Ji ₁ , Hui-Jing Li _{1,

2} , Ying Liu _{1,

2} , Yan-Chao Wu _{1,

2}

Affiliation

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.

中文翻译：

N-氯代琥珀酰亚胺导致1,2,4,5-Tetrazine衍生物氯化芳醛衍生的芳基磺酰基hydr

以前已有报道，用NXS /（n Bu）₄ NX处理衍生自芳基酮的芳基磺酰基hydr，仅提供乙烯基卤化物。相反，我们发现在氢氧化钾的存在下，用N-氯代琥珀酰亚胺处理衍生自芳醛的芳基磺酰基hydr，可以很好地获得1,2,4,5-四嗪衍生物。本反应在无金属和温和的反应条件下进行。

更新日期：2019-10-15

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