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Reactivity of N -substituted alkenylidene hydrazinecarbothioamides toward tetracyanoethylene, an efficient synthesis stereoselective 1,3-thiazole compounds
Research on Chemical Intermediates ( IF 3.3 ) Pub Date : 2019-12-02 , DOI: 10.1007/s11164-019-04051-4
Alaa A. Hassan , Ashraf A. Aly , Nasr K. Mohamed , Kamal M. El-Shaieb , Maysa M. Makhlouf , Stefan Bräse , Martin Nieger , Alan B. Brown

The reaction between N-substituted alkenylidene hydrazinecarbothioamides and two molar amounts of tetracyanoethylene (TCNE) in anhydrous THF at room temperature without using any catalyst affords (Z)-4-amino-3-((Z)substituted amino)-2-(substituted imino)-2,3-dihydrothiazole-5-carbonitriles and (Z)-(4-amino-5-cyano-thiazol-2(3H)-ylidene)carbonhydrazonoyl dicyanides. Rationales for these transformations are presented. The structures of the obtained products were confirmed via single-crystal X-ray analyses.

中文翻译:

N-取代的亚烷基肼甲硫基硫酰胺对四氰基乙烯的反应活性,一种有效的合成立体选择性的1,3-噻唑化合物

在不使用任何催化剂的情况下,室温下在无水条件下,N-取代的亚烷基肼碳硫代酰胺与两个摩尔量的四氰基乙烯(TCNE)在无水THF中的反应得到(Z)-4-氨基-3-((Z)取代的氨基)-2-(取代的)亚氨基)-2,3-二氢噻唑-5-腈和(Z)-(4-氨基-5-氰基噻唑-2(3 H)-亚烷基)碳hydr氮酰基二氰化物。提出了这些转换的原理。所得产物的结构通过单晶X射线分析确认。
更新日期:2019-12-11
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