ethyl 4-cyano-5-(4-methoxyphenyl)-3-methylthiophene-2-carboxylate | 352553-91-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 噻吩类
• 英文名称: ethyl 4-cyano-5-(4-methoxyphenyl)-3-methylthiophene-2-carboxylate
• CAS: 352553-91-4
• 化学式: C₁₆H₁₅NO₃S
• 分子量: 301.366
• InChiKey: DFQUEMZCCSBXQD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  87.6
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  ethyl 4-cyano-5-iodo-3-methylthiophene-2-carboxylate 、 4-甲氧基苯硼酸 在 (1,1'-bis(diphenylphosphino)ferrocene)palladium(II) dichloride 、 三乙胺 作用下， 以 甲苯 为溶剂， 反应 16.0h， 以71%的产率得到ethyl 4-cyano-5-(4-methoxyphenyl)-3-methylthiophene-2-carboxylate
  参考文献：
  名称：

  A facile synthesis of α-substituted thiophenes from a functionalized 2-aminothiophene by homo- and cross-coupling reactions

  摘要：

  A series of new a-substituted thiophenes with elongated pi-conjugation are prepared by homo- and cross-coupling reactions. An efficient one-step synthesis of a key intermediate, a substituted 2-iodothiophene, via aprotic diazotization of a Gewald-like 2-aminothiophene is reported. (C) 2009 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2009.06.006

文献信息

• A facile synthesis of α-substituted thiophenes from a functionalized 2-aminothiophene by homo- and cross-coupling reactions
  作者：Zita Puterová、Anita Andicsová、Ján Moncol、Constantin Rabong、Daniel Végh

  DOI：10.1016/j.tetlet.2009.06.006

  日期：2009.8

  A series of new a-substituted thiophenes with elongated pi-conjugation are prepared by homo- and cross-coupling reactions. An efficient one-step synthesis of a key intermediate, a substituted 2-iodothiophene, via aprotic diazotization of a Gewald-like 2-aminothiophene is reported. (C) 2009 Elsevier Ltd. All rights reserved.