2,3-dihydro-2,2'-biindolyl | 38505-89-4

• 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: 2,3-dihydro-2,2'-biindolyl
• 英文别名: 2,3-dihydro-2,2'-bisindole；2-(indolin-2-yl)-1H-indole；DIV；2-(2,3-dihydro-1H-indol-2-yl)-1H-indole
• CAS: 38505-89-4
• 化学式: C₁₆H₁₄N₂
• 分子量: 234.301
• InChiKey: JHOONDMVUXMXNH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  27.8
• 氢给体数：
  2
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  2,3-dihydro-2,2'-biindolyl 在 sarcomine 、 氧气 、 三正丁基氢锡 、 三乙胺 作用下， 以 甲醇 、 乙酸乙酯 为溶剂， 生成 3-acetyl-2,2'-bisindole
  参考文献：
  名称：

  Simple Synthesis of 2,2'-Bisindole from Indigo and Its Application for the Syntheses of Indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-(6H)dione and -5-(6H)one Derivatives

  摘要：

  Indigo was converted to 2,2'-bisindole, from which 6-substituted indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-(6H)dione and -5-(6H)one derivatives were prepared in short steps. Bromination of 6-methylindolo[2,3-a]pyrrolo[3,4-c]carbazole5,7-(6H)dione is also reported.

  DOI：

  10.3987/com-95-7192
• 作为产物：
  描述：

  1H,1H'-2,2'-Biindolylidene-3,3'-dione 在 乙酸酐 、 溶剂黄146 、 锌 作用下， 反应 8.0h， 生成 2,3-dihydro-2,2'-biindolyl
  参考文献：
  名称：

  Simple Synthesis of 2,2'-Bisindole from Indigo and Its Application for the Syntheses of Indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-(6H)dione and -5-(6H)one Derivatives

  摘要：

  Indigo was converted to 2,2'-bisindole, from which 6-substituted indolo[2,3-a]pyrrolo[3,4-c]carbazole-5,7-(6H)dione and -5-(6H)one derivatives were prepared in short steps. Bromination of 6-methylindolo[2,3-a]pyrrolo[3,4-c]carbazole5,7-(6H)dione is also reported.

  DOI：

  10.3987/com-95-7192

文献信息

• Cu-Catalyzed Radical Addition and Oxidation Cascade: Unsymmetrical Trimerization of Indole to Access Isotriazatruxene
  作者：Ting Deng、Wenxin Yan、Xiaoyu Liu、Guizhimeng Hu、Weilie Xiao、Shuai Mao、Jun Lin、Yinchun Jiao、Yi Jin

  DOI：10.1021/acs.orglett.2c00180

  日期：2022.2.25

  Herein we describe a Cu-catalyzed radical addition and oxidation cascade reaction for the chemo/regioselective synthesis of unsymmetrical indole trimers (isotriazatruxenes, i-TATs) from easily available starting materials. The i-TATs exhibited blue fluorescence in various solvents with different fluorescence intensities and showed good structural expansibility. A wider range of products could be used

  在这里，我们描述了一种铜催化的自由基加成和氧化级联反应，用于从容易获得的起始材料化学/区域选择性合成不对称吲哚三聚体（异三氮杂环己烯， i -TAT）。i- TATs在不同荧光强度的各种溶剂中呈现蓝色荧光，并表现出良好的结构扩展性。通过开发合适的衍生物，可以将更广泛的产品用于光电材料。
• Short Step Syntheses of Indolo[2,3-a]carbazoles Carrying an Alkyl, Allyl, or a Glycosyl Group at the 11-Position and a Novel 6,7-Dihydro-13H-cyclopentano[mn]indolo[3,2-c]acridine Derivative
  作者：Masanori Somei、Fumio Yamada、Jun Kato、Yoshiaki Suzuki、Yoshinori Ueda

  DOI：10.3987/com-01-s(k)40

  日期：——

  Novel 1-alkyl-, 1-allyl-, and 1-beta-glycosyl-2,2'-biindolyls are prepared. Their Diels-Alder reaction produced 11-alkyl-, 11-allyl-, and 11-beta-glycosylindolo[2,3-a]carbazoles. Formation of a novel 6,7-dihydro-13H-cyclopentano[mn]indolo[3,2-c]acridine derivative is also reported.
• Reduction of Indigo: Simple Syntheses of 3-Acetoxy-, 1-Acetyl-2,3-dihydro-, 3-Acetoxy-3'-acetyl-, 3-Acetoxy-1,3'-diacetyl-2,2'-bisindoles, and 2,2'-Bisindole
  作者：Masanori Somei、Hiroyuki Hayashi、Shinobu Ohmoto

  DOI：10.3987/com-95-s4

  日期：——

  Indigo was converted to 2,2'-bisindole by the direct reduction with zinc in acetic acid and acetic anhydride under argon or hydrogen atmosphere. Reduction with tin and iron afforded 3-acetoxy-2,2'-bisindole predominantly. Useful building blocks such as 1-acetyl-2,3-dihydro-, 3-acetoxy-3'-acetyl-, and 3-acetoxy-1,3'-diacetyl-2,2'-bisindoles were also produced depending on metal and reaction conditions.
• QUORUM SENSING INHIBITORS FOR BIOFILM INHIBITION
  申请人：LIFE MATTERS LTD.

  公开号：US20180193310A1

  公开（公告）日：2018-07-12

  A method for inhibiting biofilm formation by bacteria on a surface or disrupting existing biofilm on a surface, including contacting the surface or existing biofilm with 2-(indolin-2-yl)-1H-ind, di(1H-indol-3-yl)methane and 1,1′-biindole, or any combination thereof.
• INDOLE DERIVATIVES FOR BIOFILM DISRUPTION AND INHIBITION
  申请人：LIFE MATTERS LTD.

  公开号：US20210338637A1

  公开（公告）日：2021-11-04

  A method for inhibiting biofilm formation by bacteria on a surface or disrupting existing biofilm on a surface, comprising contacting said surface or existing biofilm with at least one compound selected from the group consisting of 2-(indolin-2-yl)-1H-ind, di(1H-indol-3-yl)methane and 1,1′-biindole, is provided.