3H-Pyrrolo<1,2-a>indol-3-on | 24009-76-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3H-Pyrrolo<1,2-a>indol-3-on
• 英文别名: Pyrrolo[1,2-a]indol-1-one
• CAS: 24009-76-5
• 化学式: C₁₁H₇NO
• 分子量: 169.183
• InChiKey: OGPSQGOKLUZPDG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  13
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  22
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1,2-dihydro-1H-pyrrolo<1,2-a>indol-3-one 在 正丁基锂 、 双氧水 、 二异丙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.08h， 生成 3H-Pyrrolo<1,2-a>indol-3-on
  参考文献：
  名称：

  Flitsch, Wilhelm; Niehoff, Andreas, Liebigs Annalen der Chemie, 1989, p. 239 - 246

  摘要：

  DOI：

文献信息

• Tetracyclic condensed heterocyclic compounds for the treatment of senile dementia
  申请人：TAKEDA CHEMICAL INDUSTRIES, LTD.

  公开号：EP0655451A1

  公开（公告）日：1995-05-31

  A novel compound of the formula wherein Ar represents a tetracyclic fused heterocyclic group which may be substituted; R¹ represents H or a hydrocarbon group which may be substituted; Y represents an amino or nitrogen-containing saturated heterocyclic group which may be substituted, its salt, inhibiting excellent cholinesterase inhibitory activity and monoamine uptake inhibitory activity, thus being useful as therapeutic and/or prophylactic medicaments of senile dementia.

  一种新颖的式化合物 其中 Ar 代表可被取代的四环融合杂环基团；R¹ 代表 H 或可被取代的烃基团；Y 代表可被取代的氨基或含氮饱和杂环基团，其盐具有优异的胆碱酯酶抑制活性和单胺摄取抑制活性，因此可用作老年痴呆症的治疗和/或预防药物。
• Benzies, David W. M.; Fresneda, Pilar Martinez; Jones, R. Alan, Journal of the Chemical Society. Perkin transactions I, 1986, p. 1651 - 1654
  作者：Benzies, David W. M.、Fresneda, Pilar Martinez、Jones, R. Alan、McNab, Hamish

  DOI：——

  日期：——
• A Thermal Cascade Route to Pyrroloisoindolone and Pyrroloimidazolones
  作者：Hamish McNab、Richard G. Tyas

  DOI：10.1021/jo0712502

  日期：2007.11.1

  Flash vacuum pyrolysis (FVP) of indol-1-ylacrylate derivatives 11 and 15 or the isomeric indol-3ylacrylates 21, 22, and 24 at 925 degrees C (0.05 Torr) provides pyrrolo[1,2-alpha]indol-3-ones 2, 18, 28, and 29 in 53-90% yield by a cascade mechanism that involves a sigmatropic migration, elimination, electrocyclization sequence. Pyrrolo[1,2-a]imidazol-5-ones 3 and pyrrolo[1,2-c]imidazol-5-ones 4 were similarly obtained by FVP of corresponding 2,5-unsubstituted imidazol-1-ylacrylates (e.g., 33), with the former isomer predominating in ca. 80:20 ratio. Migration to the 2-position is therefore favored in the initial sigmatropic shift. FVP of 2-substituted imidazol-1-ylacrylates 35, 37, and 51 (825-875 C) instead give pyrrolo[l,2-c]imidazol-5-ones 56-58 only (88-91%), and that of 4,5-disubstituted imidazol-1-ylacrylates 39 and 41 (825-850 degrees C) provide pyrrolo[1,2-a]imidazol-5-ones 59 and 60 exclusively (93-95%), and thus the selectivity of the initial shift can be controlled by the presence of substituents on the imidazole 2- and 5-positions. FVP of the benzimidazole analogues 61 and 62 at 950 C gave the pyrrolo[1,2-a]benzimidazol-l-ones 6 (71%) and 63 (36%), respectively.
• FLITSCH, WILHELM;NIEHOFF, ANDREAS, LIEPIGS ANN. CHEM.,(1989) N, C. 239-246
  作者：FLITSCH, WILHELM、NIEHOFF, ANDREAS

  DOI：——

  日期：——
• BENZIES D. W. M.; FRESNEDA P. M.; JONES R. A., J. CHEM. SOC. PERKIN TRANS.,(1986) N 9, 1651-1654
  作者：BENZIES D. W. M.、 FRESNEDA P. M.、 JONES R. A.

  DOI：——

  日期：——