1-methylsulfonyl-3,4-dihydropyrido[2,1-a]isoindole-2,6-dione | 138163-32-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异喹啉及其衍生物
• 英文名称: 1-methylsulfonyl-3,4-dihydropyrido[2,1-a]isoindole-2,6-dione
• 英文别名: 1-methylsulfonyl-3,4-dihydropyrido[1,2-b]isoindole-2,6-dione
• CAS: 138163-32-3
• 化学式: C₁₃H₁₁NO₄S
• 分子量: 277.301
• InChiKey: RZEKNHOPNWRPDD-UHFFFAOYSA-N

物化性质

• 沸点：
  530.7±50.0 °C(Predicted)
• 密度：
  1.53±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.83
• 重原子数：
  19.0
• 可旋转键数：
  1.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  71.52
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为产物：
  描述：

  1-methylthio-3,4-dihydropyridino<2.1-a>isoindol-2,6-dione 在 叔丁基过氧化氢 、 五氯化钼 作用下， 以 1,4-二氧六环 为溶剂， 以71%的产率得到1-methylsulfonyl-3,4-dihydropyrido[2,1-a]isoindole-2,6-dione
  参考文献：
  名称：

  摘要：

  The reaction of 1-methylthio-3,4-dihydropyrido[2,1-a]isoindole-2,6-dione (2) with NaBH4 led to reduction of the keto group to the hydroxy group. The reaction with the use of LiAlH4 resulted in complete reduction of the carboximide group, reduction of the keto group to the hydroxy function, and reduction of the double bond accompanied by desulfurization. The reaction of indolizidinedione 2 with Zn afforded a reductive desulfurization product. The reactions of 2 with hydrazine hydrate, hydroxylamine, and formamide proceeded according to a mechanism typical of the keto group to give hydrazone, oxime, and the formyl derivative, respectively. Oxidation of the thiomethyl group of the starting compound with (BuOOH)-O-t gave rise to sulfone or sulfoxide depending on the amount of the oxidizing agent used.

  DOI：

  10.1023/a:1019626005246