dimethyl 2,2'-di-(4-methoxylphenyl)-bis-5,5'-thiazole-4,4'-dicarboxylate | 1315510-23-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: dimethyl 2,2'-di-(4-methoxylphenyl)-bis-5,5'-thiazole-4,4'-dicarboxylate
• CAS: 1315510-23-6
• 化学式: C₂₄H₂₀N₂O₆S₂
• 分子量: 496.565
• InChiKey: UIEGIUPDCCUKOW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.19
• 重原子数：
  34.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  96.84
• 氢给体数：
  0.0
• 氢受体数：
  10.0

反应信息

• 作为产物：
  描述：

  methyl 2-(4-methoxyphenyl)thiazole-4-carboxylate 在 silver(I) acetate 、 palladium diacetate 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 以79%的产率得到dimethyl 2,2'-di-(4-methoxylphenyl)-bis-5,5'-thiazole-4,4'-dicarboxylate
  参考文献：
  名称：

  Efficient palladium(II)-catalyzed homocoupling of thiazole-4-carboxylic or oxazole-4-carboxylic derivatives

  摘要：

  An efficient Pd(OAc)(2)-catalyzed homocoupling of thiazole-4-carboxylic or oxazole-4-carboxylic derivatives is described. It represents a facile and practical methodology to prepare bis-5,5'-thiazole (oxazole)-4,4'-dicarboxylic derivatives in good to excellent yields. This protocol tolerates a series of substitutions on the thiazole (oxazole) rings, including alkyl, carbonyl, and electron-withdrawing/donating group substituted phenyl groups. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.05.123

文献信息

• Pd(ii)-catalyzed direct C5-arylation of azole-4-carboxylates through double C–H bond cleavage
  作者：Ziyuan Li、Ling Ma、Jinyi Xu、Lingyi Kong、Xiaoming Wu、Hequan Yao

  DOI：10.1039/c2cc00081d

  日期：——

  The first palladium-catalyzed direct C5-arylation of azole-4-carboxylates with simple unactivated arenes through double C–H bond cleavage is realized. This protocol provided a straightforward access to diverse 5-arylsubstituted azole-4-carboxylic derivatives with good functional group tolerance.

  首次实现了通过双C–H键断裂的铂催化直接C5-芳基化反应，将简单的未活化芳烃与azole-4-羧酸酯进行反应。该协议提供了一种简便的方法，获得了多种5-芳基取代的azole-4-羧酸衍生物，并具有良好的功能团耐受性。
• Aryl–aryl coupling via palladium-catalyzed C–P/C–H bond cleavage
  作者：Ziyuan Li、Haipin Zhou、Jinyi Xu、Xiaoming Wu、Hequan Yao

  DOI：10.1016/j.tet.2013.02.001

  日期：2013.4

  The first example of aryl-aryl coupling through palladium-catalyzed C-P/C-H bond cleavage with good functional group tolerance is disclosed. This work demonstrates the phosphines could be used as coupling partners in palladium-catalyzed aryl-aryl coupling. (C) 2013 Elsevier Ltd. All rights reserved.