ethyl 1-(p-bromobenzoyl)-6,8-dimethyl-2-(methylthio)indolizine-3-carboxylate | 1017251-97-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 1-(p-bromobenzoyl)-6,8-dimethyl-2-(methylthio)indolizine-3-carboxylate
• 英文别名: Ethyl 1-(4-bromobenzoyl)-6,8-dimethyl-2-methylsulfanylindolizine-3-carboxylate
• CAS: 1017251-97-6
• 化学式: C₂₁H₂₀BrNO₃S
• 分子量: 446.365
• InChiKey: HVQXHMIFRPEQJM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  27
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  73.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ethyl (Z)-3-[2-(4-bromophenyl)-2-oxoethyl]sulfanyl-2-(3,5-dimethylpyridin-1-ium-1-yl)-3-methylsulfanylprop-2-enoate;bromide 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 、 四氯苯醌 作用下， 以 氯仿 为溶剂， 反应 0.17h， 生成 ethyl 1-(p-bromobenzoyl)-6,8-dimethyl-2-(methylthio)indolizine-3-carboxylate
  参考文献：
  名称：

  First Ring Contraction-Desulfurization of 1-(Arylcarbonyl)pyrido[2,1-c]-1,4-thiazines to 1-(Arylcarbonyl)indolizines and Its Application to 3-Arylthieno[3,2-a]indolizine Synthesis

  摘要：

  The ring contraction-desulfurization route from transient 1-(arylcarbonyl)pyridol2,1-c]-1,4-thiazine intermediates, generated in situ from the treatment of the corresponding pyridinium salts with a base and then a dehydrogenation agent, to 1-(arylcarbonyl)indolizines was first observed. By using this route three 1-arylcarbonyl-6,8-dimethylindolizines having the protected 2-thiol group were prepared and their transformation to 2-acyl-3-arylthieno[3,2-a]indolizine derivatives were performed in good yields.

  DOI：

  10.3987/com-07-s(w)30