7-fluoro-9H-pyrrolo[1,2-a]indol-9-one | 1177455-73-0

• 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: 7-fluoro-9H-pyrrolo[1,2-a]indol-9-one
• 英文别名: 6-Fluoropyrrolo[1,2-a]indol-4-one
• CAS: 1177455-73-0
• 化学式: C₁₁H₆FNO
• 分子量: 187.173
• InChiKey: MWFYLKLHHUACFD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  14
• 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：
  2

反应信息

• 作为产物：
  描述：

  5-fluoro-2-(1H-pyrrol-1-yl)benzoic acid 在 三光气 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以70%的产率得到7-fluoro-9H-pyrrolo[1,2-a]indol-9-one
  参考文献：
  名称：

  Direct cyclization of ortho-(1H-pyrrol-1-yl)aryl and heteroaryl carboxylic acids into fused pyrrolizinones

  摘要：

  A series of fused heterocyclic compounds based on a pyrrolizinone structure have been prepared from ortho-(1H-pyrrol-1-yl)aryl and heteroaryl carboxylic acids by intramolecular Friedel-Crafts acylation promoted by bis(trichloromethyl) carbonate, in generally good yield without using Lewis acid catalysts. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.10.060

文献信息

• Base‐Mediated<i>N</i>‐Arylation for the Synthesis of 9<i>H</i>‐Pyrrolo[1,2‐<i>a</i>]indol‐9‐ones and 10<i>H</i>‐Indolo[1,2‐<i>a</i>]indol‐10‐ones
  作者：Hongjin Xu、Li Sun、Chuanjun Song

  DOI：10.1002/hlca.201800195

  日期：2019.1

  Treatment of 2‐bromoaryl pyrrole/indol‐2‐yl ketones with cesium carbonate in DMF resulted in the formation of 9H‐pyrrolo[1,2‐a]indol‐9‐ones and 10H‐indolo[1,2‐a]indol‐10‐ones in moderate to excellent isolated yields.

  的治疗2-溴代吡咯/吲哚-2-基酮与在DMF碳酸铯导致的9形成ħ -吡咯并[1,2-一个]吲哚-9-酮和10 ħ吲哚并[1,2一] indol‐10‐1，中等至极高的分离产量。
• Palladium-Catalysed Synthesis of 9<i>H</i>-Pyrrolo[1,2-<i>a</i>]indol-9-ones and the Isomeric Indeno[2,1-<i>b</i>]pyrrol-8-ones
  作者：Shuyang Wang、Qinghua Yang、Jingjing Dong、Changwei Li、Li Sun、Chuanjun Song、Junbiao Chang

  DOI：10.1002/ejoc.201300737

  日期：2013.11

  9H-Pyrrolo[1,2-a]indol-9-ones and isomeric indeno[2,1-b]pyrrol-8-ones could be obtained in moderate to good isolated yields, by subjecting the same substrates, 2-bromophenyl N-tosyl-2-pyrrolyl ketones, to different palladium catalysts.

  9H-Pyrrolo[1,2-a]indol-9-ones 和异构茚并 [2,1-b]pyrrol-8-ones 可以通过使用相同的底物 2-溴苯基 N 以中等至良好的分离产率获得-tosyl-2-pyrrolyl 酮，到不同的钯催化剂。
• Efficient synthesis of 9H-pyrrolo[1,2-a]indol-9-one derivatives based on active manganese dioxide promoted intramolecular cyclization
  作者：Francesca Aiello、Antonio Garofalo、Fedora Grande

  DOI：10.1016/j.tet.2009.10.111

  日期：2010.1

  A series of 9H-pyrrolo[1,2-a]indol-9-ones have been prepared via in-situ sequential oxidation of [2-(1H-pyrrol-1-yl)phenyl]methanols promoted by active manganese dioxide. The procedure led to title compounds in good yields under mild conditions, without the need to isolate the intermediate aldehydes. (C) 2009 Elsevier Ltd. All rights reserved.
• Direct cyclization of ortho-(1H-pyrrol-1-yl)aryl and heteroaryl carboxylic acids into fused pyrrolizinones
  作者：Francesca Aiello、Antonio Garofalo、Fedora Grande

  DOI：10.1016/j.tetlet.2010.10.060

  日期：2010.12

  A series of fused heterocyclic compounds based on a pyrrolizinone structure have been prepared from ortho-(1H-pyrrol-1-yl)aryl and heteroaryl carboxylic acids by intramolecular Friedel-Crafts acylation promoted by bis(trichloromethyl) carbonate, in generally good yield without using Lewis acid catalysts. (C) 2010 Elsevier Ltd. All rights reserved.