3-chloroarcyriaflavin

• 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: 3-chloroarcyriaflavin
• 英文别名: 3-Chloroarcyriaflavin；7-chloro-13-methyl-3,13,23-triazahexacyclo[14.7.0.02,10.04,9.011,15.017,22]tricosa-1,4(9),5,7,10,15,17,19,21-nonaene-12,14-dione
• 化学式: C₂₁H₁₂ClN₃O₂
• 分子量: 373.798
• InChiKey: FKATVUMYAPUMAF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  27
• 可旋转键数：
  0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  69
• 氢给体数：
  2
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  N-甲基马来酰亚胺 、 1-benzenesulfonyl-2-(5'-chloroindol-2'-yl)indole 以 氯苯 为溶剂， 反应 12.0h， 以47%的产率得到3-chloroarcyriaflavin
  参考文献：
  名称：

  Formal [4+2] cycloaddition reactions of N -sulfonyl-2,2 ′ -biindoles: synthesis of indolo[2,3- a ]carbazoles and indigo azines

  摘要：

  The formal [4+2] cycloaddition reactions of readily available N-sulfonyl-2,2'-biindoles, with various dienophiles is reported. The reaction with carbon-centered dienophiles leading to indolo[2.3-a]carbazoles is facilitated by the sulfonyl, which is lost as part of the aromatization process. Reaction with aza-diertophiles gives access to indigo azines. (C) 2004 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2004.03.178

文献信息

• Formal [4+2] cycloaddition reactions of N -sulfonyl-2,2 ′ -biindoles: synthesis of indolo[2,3- a ]carbazoles and indigo azines
  作者：Jeffrey T. Kuethe、Ian W. Davies

  DOI：10.1016/j.tetlet.2004.03.178

  日期：2004.5

  The formal [4+2] cycloaddition reactions of readily available N-sulfonyl-2,2'-biindoles, with various dienophiles is reported. The reaction with carbon-centered dienophiles leading to indolo[2.3-a]carbazoles is facilitated by the sulfonyl, which is lost as part of the aromatization process. Reaction with aza-diertophiles gives access to indigo azines. (C) 2004 Elsevier Ltd. All rights reserved.