dimethyl 2,2'-di-(4-bromophenyl)-bis-5,5'-thiazole-4,4'-dicarboxylate | 1315510-30-5

• 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-bromophenyl)-bis-5,5'-thiazole-4,4'-dicarboxylate
• 英文别名: Methyl 2-(4-bromophenyl)-5-[2-(4-bromophenyl)-4-methoxycarbonyl-1,3-thiazol-5-yl]-1,3-thiazole-4-carboxylate；methyl 2-(4-bromophenyl)-5-[2-(4-bromophenyl)-4-methoxycarbonyl-1,3-thiazol-5-yl]-1,3-thiazole-4-carboxylate
• CAS: 1315510-30-5
• 化学式: C₂₂H₁₄Br₂N₂O₄S₂
• 分子量: 594.304
• InChiKey: VELBNZQGOXJGCC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.8
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  135
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  methyl 2-(4-bromophenyl)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87%的产率得到dimethyl 2,2'-di-(4-bromophenyl)-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

• 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.
• Efficient palladium(II)-catalyzed homocoupling of thiazole-4-carboxylic or oxazole-4-carboxylic derivatives
  作者：Ziyuan Li、Yiyun Wang、Yue Huang、Changhua Tang、Jinyi Xu、Xiaoming Wu、Hequan Yao

  DOI：10.1016/j.tet.2011.05.123

  日期：2011.8

  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.