2-phenyl-4-(p-tolyl)-9H-pyrido[2,3-b]indole | 1350516-19-6

• 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-phenyl-4-(p-tolyl)-9H-pyrido[2,3-b]indole
• 英文别名: 4-(4-methylphenyl)-2-phenyl-9H-pyrido[2,3-b]indole
• CAS: 1350516-19-6
• 化学式: C₂₄H₁₈N₂
• 分子量: 334.42
• InChiKey: GEENWQMHDFTXNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  26
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.04
• 拓扑面积：
  28.7
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  苯甲酰氯 在 bis-triphenylphosphine-palladium(II) chloride 、 copper(l) iodide 、 sodium dodecyl-sulfate 、 potassium carbonate 、 potassium hydroxide 作用下， 以 水 、 二甲基亚砜 为溶剂， 反应 5.0h， 生成 2-phenyl-4-(p-tolyl)-9H-pyrido[2,3-b]indole
  参考文献：
  名称：

  Three-Component Tandem Reaction Involving Acid Chlorides, Terminal Alkynes, and 2-Aminoindole Hydrochlorides: Synthesis of α-Carboline Derivatives in Aqueous Conditions via Regioselective [3 + 3] Cyclocondensation

  摘要：

  An efficient synthesis toward highly diversified a-carboline derivatives via a three-component tandem reaction using acid chlorides, terminal allcynes, and 2-aminoindole hydrochlorides has been described. The salient feature of the one-pot strategy involves regioselective [3 + 3]-cyclocondensation and the presence of water in the reaction medium to facilitate cyclizafion. Nonaqueous conditions furnished products in poor yields.

  DOI：

  10.1021/jo201994v

文献信息

• Preparation of Pyrido[2,3-<i>b</i> ]indole Derivatives Using Silicates of Group 1 and 2 Metals
  作者：Setareh Sheikh、Abbas Fazlinia

  DOI：10.1002/jhet.3284

  日期：2018.10

  efficient synthesis of 2,4‐diaryl‐9H‐pyrido[2,3‐b] indole derivatives in aqueous medium via the three‐component reaction of indolin‐2‐one, a chalcone and ammonium acetate was developed using Na2SiO3, K2SiO3, Li2SiO3, CaSiO3, MgSiO3, BaSiO3, SrSiO3, and ZnSiO3 as catalysts. Results of activity evaluations indicated that among of the metal silicate used alkali metal silicates exhibits much higher activity than

  2,4-二芳基9的高效合成ħ -吡啶并[2,3- b ]在水性介质中的吲哚衍生物通过二氢吲哚-2-酮的三组分反应，查耳酮和乙酸铵中使用Na开发2的SiO 3，K 2的SiO 3，李2的SiO 3，卡西欧3，MgSiO 3，BaSiO 3，SrSiO 3，和ZnSiO 3作为催化剂。活性评估结果表明，在所使用的金属硅酸盐中，由于较强的碱度和在水中的溶解度，碱金属硅酸盐显示出比其他样品更高的活性。在最佳反应条件下，所有与各种芳族醛的反应均在较短的反应时间内提供了高收率。
• A simple one-pot synthesis of 2,4-diaryl- 9<i>H</i>-pyrido[2,3-<i>b</i>]indoles under solvent-free conditions
  作者：Mehdi Khoshneviszadeh、Aida Yahagh、Mehdi Soheilizad、Mohammad Mahdavi

  DOI：10.1515/hc-2016-0222

  日期：2017.8.28

  Abstract A novel, simple, one-pot synthesis of 2,4-diaryl-9H-pyrido[2,3-b]indoles is described. Heating a mixture of chalcone, oxindole and ammonium acetate in the presence of potassium tert-butoxide under solvent-free conditions afforded the title compounds in good to excellent yields.

  摘要描述了 2,4-二芳基-9H-吡啶并 [2,3-b] 吲哚的新型、简单、一锅法合成。在无溶剂条件下，在叔丁醇钾的存在下加热查耳酮、羟吲哚和乙酸铵的混合物，以良好至极好的产率得到标题化合物。
• Three-Component Tandem Reaction Involving Acid Chlorides, Terminal Alkynes, and 2-Aminoindole Hydrochlorides: Synthesis of α-Carboline Derivatives in Aqueous Conditions via Regioselective [3 + 3] Cyclocondensation
  作者：Sahaj Gupta、Brijesh Kumar、Bijoy Kundu

  DOI：10.1021/jo201994v

  日期：2011.12.16

  An efficient synthesis toward highly diversified a-carboline derivatives via a three-component tandem reaction using acid chlorides, terminal allcynes, and 2-aminoindole hydrochlorides has been described. The salient feature of the one-pot strategy involves regioselective [3 + 3]-cyclocondensation and the presence of water in the reaction medium to facilitate cyclizafion. Nonaqueous conditions furnished products in poor yields.