N-cyclohexyl-2-[4-(dimethylamino)phenyl]-2-[3-(diphenylmethylidene)-2,3-dihydro-2-oxo-1H-indol-1-yl]acetamide | 1346242-14-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-cyclohexyl-2-[4-(dimethylamino)phenyl]-2-[3-(diphenylmethylidene)-2,3-dihydro-2-oxo-1H-indol-1-yl]acetamide
• 英文别名: N-cyclohexyl-2-(4-(dimethylamino)phenyl)-2-(2-oxo-3-(diphenylmethylene)indolin-1-yl)acetamide；2-(3-benzhydrylidene-2-oxoindol-1-yl)-N-cyclohexyl-2-[4-(dimethylamino)phenyl]acetamide
• CAS: 1346242-14-5
• 化学式: C₃₇H₃₇N₃O₂
• 分子量: 555.72
• InChiKey: ULMMVFKMWNOXQR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  42
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  52.6
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  碘苯 、 N-[2-(cyclohexylamino)-1-[4-(dimethylamino)phenyl]-2-oxoethyl]-N,3-diphenylprop-2-ynamide 在 palladium diacetate 、 potassium carbonate 作用下， 以 乙腈 为溶剂， 以54%的产率得到N-cyclohexyl-2-[4-(dimethylamino)phenyl]-2-[3-(diphenylmethylidene)-2,3-dihydro-2-oxo-1H-indol-1-yl]acetamide
  参考文献：
  名称：

  Pd-catalyzed synthesis of 3-(diarylmethylene)-2-oxindoles and 3-(arylmethylene)-2-oxindoles

  摘要：

  An efficient method for the stereoselective synthesis of 3-(diarylmethylene)-2-oxindoles and 3-(arylmethylene)-2-oxindoles via carbopalladation is described. In this approach. an Ugi-4-component reaction (4-CR) adduct was used as the starting material. A one-pot sequence involving intermolecular carbopalladation C-H activation/C-C bond formation efficiently afforded the oxindole derivatives. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.09.089

文献信息

• Sequential<i>Ugi</i>Four-Component Reaction (4-CR)/CH Activation Using (Diacetoxyiodo)benzene for the Synthesis of 3-(Diphenylmethylidene)-2,3-dihydro-1<i>H</i>-indol-2-ones
  作者：Elmira Ghabraie、Saeed Balalaie

  DOI：10.1002/hlca.201400056

  日期：2014.11

  A sequential Ugi four‐component reaction (4‐CR)/CH activation using (diacetoxyiodo)benzene is reported. This process is a five‐component reaction of aromatic aldehydes, aniline derivatives, isocyanides, phenylpropiolic acid (3‐phenylprop‐2‐ynoic acid), and (diacetoxyiodo)benzene for the synthesis of 3‐(diphenylmethylidene)‐2,3‐dihydro‐1H‐indol‐2‐ones. This procedure offers several advantages such

  一个顺序的Ugi四组分反应（4-CR）/ C 报道ħ激活使用（二乙酰氧基碘）苯。该过程是芳香醛，苯胺衍生物，异氰化物，苯丙酸（3-苯丙-2-炔酸）和（二乙酰氧基碘）苯的五组分反应，用于合成3-（二苯甲叉基）-2,3-二氢‐1 H‐吲哚‐2‐1。该方法具有许多优点，例如产率高，形成键的效率高，选择性高以及反应时间短。
• Pd-catalyzed synthesis of 3-(diarylmethylene)-2-oxindoles and 3-(arylmethylene)-2-oxindoles
  作者：Saeed Balalaie、Hassan Motaghedi、Morteza Bararjanian、Daryoush Tahmassebi、Hamid Reza Bijanzadeh

  DOI：10.1016/j.tet.2011.09.089

  日期：2011.11

  An efficient method for the stereoselective synthesis of 3-(diarylmethylene)-2-oxindoles and 3-(arylmethylene)-2-oxindoles via carbopalladation is described. In this approach. an Ugi-4-component reaction (4-CR) adduct was used as the starting material. A one-pot sequence involving intermolecular carbopalladation C-H activation/C-C bond formation efficiently afforded the oxindole derivatives. (C) 2011 Elsevier Ltd. All rights reserved.