5,10-dihydro-6,7-dimethyl-8-tosyloxyindeno<1,2-b>indole | 153782-67-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 5,10-dihydro-6,7-dimethyl-8-tosyloxyindeno<1,2-b>indole
• 英文别名: (6,7-Dimethyl-5,10-dihydroindeno[1,2-b]indol-8-yl) 4-methylbenzenesulfonate
• CAS: 153782-67-3
• 化学式: C₂₄H₂₁NO₃S
• 分子量: 403.502
• InChiKey: IGFSLOUWLSSMGP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  29
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  67.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5,10-dihydro-6,7-dimethyl-8-tosyloxyindeno<1,2-b>indole 在 三乙基硅烷 、 lithium aluminium tetrahydride 、 sodium ethanolate 、 sodium hydride 作用下， 以 四氢呋喃 、 三氟乙酸 为溶剂， 反应 39.25h， 生成 5-benzyl-6,7-dimethyl-8-(3-methyl-2-butenyloxy)-4b,5,9b,10-tetrahydroindeno<1,2-b>indole
  参考文献：
  名称：

  The fischer indolisation reaction and the synthesis of dihydroindenoindoles

  摘要：

  The Fischer reaction between indanones and certain alkoxyarylhydrazines fails; the indanones are returned unreacted and the arylhydrazines are converted into the corresponding alkoxy-2-chloroarylamines and other products. A new N-amination route to arylhydrazines from the arylamines has been developed and it has been demonstrated that problems with the indolisation of alkoxyarylhydrazones can be circumvented by ring closures of their O-tosylated analogues. Some results using the Lepke synthesis of indoles are recorded.

  DOI：

  10.1016/s0040-4020(01)81911-6
• 作为产物：
  描述：

  2,3-dimethyl-4-tosyloxyaniline 在 对甲苯磺酸 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 反应 5.0h， 生成 5,10-dihydro-6,7-dimethyl-8-tosyloxyindeno<1,2-b>indole
  参考文献：
  名称：

  The fischer indolisation reaction and the synthesis of dihydroindenoindoles

  摘要：

  The Fischer reaction between indanones and certain alkoxyarylhydrazines fails; the indanones are returned unreacted and the arylhydrazines are converted into the corresponding alkoxy-2-chloroarylamines and other products. A new N-amination route to arylhydrazines from the arylamines has been developed and it has been demonstrated that problems with the indolisation of alkoxyarylhydrazones can be circumvented by ring closures of their O-tosylated analogues. Some results using the Lepke synthesis of indoles are recorded.

  DOI：

  10.1016/s0040-4020(01)81911-6