[2-(4-ethylphenyl)-2-oxoethyl] 1H-indole-2-carboxylate | 1002234-62-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [2-(4-ethylphenyl)-2-oxoethyl] 1H-indole-2-carboxylate
• CAS: 1002234-62-9
• 化学式: C₁₉H₁₇NO₃
• 分子量: 307.349
• InChiKey: FFKVBNSRXKIGNE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  23
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  59.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [2-(4-ethylphenyl)-2-oxoethyl] 1H-indole-2-carboxylate 在 三氯氧磷 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以54%的产率得到
  参考文献：
  名称：

  Expedient Synthesis of 6-Aryl Derivatives of 3,4-Dihydro-1,4,4a,6a-tetraaza-benzo[a]fluoren-2-one: A New Heterocyclic Framework

  摘要：

  3,4-Dihydro-1,4,4a,6a-tetraaza-benzo[a]fluoren-2-one, a new tetracyclic heterocyclic framework, is designed through a simple and convenient synthetic sequence. Its 6-aryl derivatives are synthesized starting from 1H-indole-2-carboxylic acid. The reaction of differently substituted phenacyl bromides with 1H-indole-2-carboxylic acid and POCl3-mediated cyclization of the resultant 1H-indole-2-carboxylic acid phenacyl ester provided 2-oxa-4a-aza-fluoren-1-one, and its sequential reaction with hydrazine and 2-chloro-acetamide furnished the desired new heterocyclic compounds 7a-f.

  DOI：

  10.1080/00397910802238742
• 作为产物：
  描述：

  吲哚-2-羧酸 、 2-溴-1-(4-乙基苯基)乙酮 在 三乙胺 作用下， 以 乙酸乙酯 为溶剂， 反应 4.0h， 以74%的产率得到[2-(4-ethylphenyl)-2-oxoethyl] 1H-indole-2-carboxylate
  参考文献：
  名称：

  Expedient Synthesis of 6-Aryl Derivatives of 3,4-Dihydro-1,4,4a,6a-tetraaza-benzo[a]fluoren-2-one: A New Heterocyclic Framework

  摘要：

  3,4-Dihydro-1,4,4a,6a-tetraaza-benzo[a]fluoren-2-one, a new tetracyclic heterocyclic framework, is designed through a simple and convenient synthetic sequence. Its 6-aryl derivatives are synthesized starting from 1H-indole-2-carboxylic acid. The reaction of differently substituted phenacyl bromides with 1H-indole-2-carboxylic acid and POCl3-mediated cyclization of the resultant 1H-indole-2-carboxylic acid phenacyl ester provided 2-oxa-4a-aza-fluoren-1-one, and its sequential reaction with hydrazine and 2-chloro-acetamide furnished the desired new heterocyclic compounds 7a-f.

  DOI：

  10.1080/00397910802238742

文献信息

• Expedient Synthesis of 6-Aryl Derivatives of 3,4-Dihydro-1,4,4a,6a-tetraaza-benzo[<i>a</i>]fluoren-2-one: A New Heterocyclic Framework
  作者：Gade Srinivas Reddy、Kadaboina Rajasekhar、Cherukupally Praveen、Kaga Mukkanti、Padi Pratap Reddy

  DOI：10.1080/00397910802238742

  日期：2008.10.28

  3,4-Dihydro-1,4,4a,6a-tetraaza-benzo[a]fluoren-2-one, a new tetracyclic heterocyclic framework, is designed through a simple and convenient synthetic sequence. Its 6-aryl derivatives are synthesized starting from 1H-indole-2-carboxylic acid. The reaction of differently substituted phenacyl bromides with 1H-indole-2-carboxylic acid and POCl3-mediated cyclization of the resultant 1H-indole-2-carboxylic acid phenacyl ester provided 2-oxa-4a-aza-fluoren-1-one, and its sequential reaction with hydrazine and 2-chloro-acetamide furnished the desired new heterocyclic compounds 7a-f.