2-Mercapto-7,7-dimethyl-5-oxo-4-phenyl-1,4,5,6,7,8-hexahydro-quinoline-3-carbonitrile; compound with 4-methyl-morpholine | 137551-97-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-Mercapto-7,7-dimethyl-5-oxo-4-phenyl-1,4,5,6,7,8-hexahydro-quinoline-3-carbonitrile; compound with 4-methyl-morpholine
• CAS: 137551-97-4
• 化学式: C₅H₁₁NO*C₁₈H₁₈N₂OS
• 分子量: 411.568
• InChiKey: GOKMDYGWZYPBKY-UHFFFAOYSA-N

反应信息

• 作为反应物：
  描述：

  2-Mercapto-7,7-dimethyl-5-oxo-4-phenyl-1,4,5,6,7,8-hexahydro-quinoline-3-carbonitrile; compound with 4-methyl-morpholine 、 3-溴环己烯 以 乙醇 为溶剂， 反应 7.0h， 以28%的产率得到7,7-dimethyl-5-oxo-4-phenyl-3-cyano-2-(cyclohexen-1-yl)thio-1,4,5,6,7,8-hexahydroquinoline
  参考文献：
  名称：

  Synthesis and regioselectivity of the [3,3]-sigmatropic rearrangement of substituted 2-allylthio- and 2-allylseleno-1,4-dihydropyridines

  摘要：

  The reaction of 3-cyano-1,4-dihydropyridine-2-thiolates and the corresponding selenolates with allyl bromide gave 2-allylthio- and 2-allylseleno-3-cyano-1,4-dihydropyridines, which, upon heating in various solvents or in the solid state, undergo [3,3]-sigmatropic rearrangement to give 3-cyano-3-allyl-1,2,3,4-tetrahydropyridine-2-thiones and the corresponding selenones. The resultant pyridinethiones are alkylated by alkyl halides at the sulfur atom and are oxidized by iodine to give disulfides.

  DOI：

  10.1007/bf01172273