ethyl 2-(p-chlorobenzoyl)-4,6-dimethyl-3-phenylthieno[3,2-a]indolizine-9-carboxylate | 1017252-04-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 2-(p-chlorobenzoyl)-4,6-dimethyl-3-phenylthieno[3,2-a]indolizine-9-carboxylate
• 英文别名: Ethyl 2-(4-chlorobenzoyl)-7,9-dimethyl-1-phenylthieno[3,2-a]indolizine-4-carboxylate；ethyl 2-(4-chlorobenzoyl)-7,9-dimethyl-1-phenylthieno[3,2-a]indolizine-4-carboxylate
• CAS: 1017252-04-8
• 化学式: C₂₈H₂₂ClNO₃S
• 分子量: 488.007
• InChiKey: QVEQHHUUXHHHEU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.7
• 重原子数：
  34
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  76
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  ethyl 1-benzoyl-2-[(2-ethoxycarbonylethyl)thio]-6,8-dimethylindolizine-3-carboxylate 、 2'-溴-4-氯苯乙酮 在 potassium tert-butylate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.17h， 以90%的产率得到ethyl 2-(p-chlorobenzoyl)-4,6-dimethyl-3-phenylthieno[3,2-a]indolizine-9-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

文献信息

• 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
  作者：Akikazu Kakehi、Hiroyuki Suga、Yuichi Goto、Nobuhiro Yamaguchi

  DOI：10.3987/com-07-s(w)30

  日期：——

  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.