(2E)-2-[(4-bromophenyl)methylidene]-4,9-dihydro-3H-carbazol-1-one | 1147118-60-2

• 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: (2E)-2-[(4-bromophenyl)methylidene]-4,9-dihydro-3H-carbazol-1-one
• CAS: 1147118-60-2
• 化学式: C₁₉H₁₄BrNO
• 分子量: 352.23
• InChiKey: VKEXQWFFRQIOAM-ACCUITESSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  22
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  32.9
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  (2E)-2-[(4-bromophenyl)methylidene]-4,9-dihydro-3H-carbazol-1-one 、 肌氨酸 、 水合茚三酮 反应 0.25h， 以89%的产率得到4'-(4-bromophenyl)-1'-methyl-4,9-dihydrodispiro[carbazole-2,3'-pyrrolidine-2',2''-indene]-1,1'',3''(3H)-trione
  参考文献：
  名称：

  Regioselective synthesis and antimicrobial screening of novel ketocarbazolodispiropyrrolidine derivatives

  摘要：

  A series of novel dispiropyrrolidine derivatives have been synthesized through 1,3-dipolar cycloaddition reaction of azomethine ylide generated from sarrosin and di/tri ketone with the dipolarophile (E)-2-arylidine-1-keto-carbazoles.The cycloadducts ketocarbazalo spiro N-methyl pyrrolidines showed the most interesting antimicrobial activity at lower concentration. (C) 2008 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2008.07.009
• 作为产物：
  描述：

  2,3,4,9-四氢-1H-咔唑-1-酮 、 对溴苯甲醛 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 生成 (2E)-2-[(4-bromophenyl)methylidene]-4,9-dihydro-3H-carbazol-1-one
  参考文献：
  名称：

  Synthesis of novel spiropyrrolizidines as potent antimicrobial agents for human and plant pathogens

  摘要：

  A series of novel dispirooxindolopyrrolizidine derivatives have been synthesized through 1,3-dipolar cycloaddition reaction of azomethine ylide generated from proline and isatin with the dipolarophile (E)-2-arylidine-1-keto carbazoles. The synthesized cycloadducts were evaluated for antimicrobial activities. Compounds 7d and 7e showed relatively good antibacterial and antifungal activities. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.02.065

文献信息

• Synthesis of novel spiropyrrolizidines as potent antimicrobial agents for human and plant pathogens
  作者：Govindasami Periyasami、Raghavachary Raghunathan、Gangadharan Surendiran、Narayanasamy Mathivanan

  DOI：10.1016/j.bmcl.2008.02.065

  日期：2008.4

  A series of novel dispirooxindolopyrrolizidine derivatives have been synthesized through 1,3-dipolar cycloaddition reaction of azomethine ylide generated from proline and isatin with the dipolarophile (E)-2-arylidine-1-keto carbazoles. The synthesized cycloadducts were evaluated for antimicrobial activities. Compounds 7d and 7e showed relatively good antibacterial and antifungal activities. (C) 2008 Elsevier Ltd. All rights reserved.
• Regioselective synthesis and antimicrobial screening of novel ketocarbazolodispiropyrrolidine derivatives
  作者：Govindasami Periyasami、Raghavachary Raghunathan、Gangadharan Surendiran、Narayanasamy Mathivanan

  DOI：10.1016/j.ejmech.2008.07.009

  日期：2009.3

  A series of novel dispiropyrrolidine derivatives have been synthesized through 1,3-dipolar cycloaddition reaction of azomethine ylide generated from sarrosin and di/tri ketone with the dipolarophile (E)-2-arylidine-1-keto-carbazoles.The cycloadducts ketocarbazalo spiro N-methyl pyrrolidines showed the most interesting antimicrobial activity at lower concentration. (C) 2008 Elsevier Masson SAS. All rights reserved.