ethyl 2-cyano-2-(4-fluorophenyl)pent-4-enoate | 1445579-41-8

• 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: ethyl 2-cyano-2-(4-fluorophenyl)pent-4-enoate
• 英文别名: Ethyl 2-cyano-2-(4-fluorophenyl)pent-4-enoate
• CAS: 1445579-41-8
• 化学式: C₁₄H₁₄FNO₂
• 分子量: 247.269
• InChiKey: WFQOGNHKAJCDOA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  50.1
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-cyano-pent-4-enoic acid ethyl ester 、 4-碘甲苯 在 copper(l) iodide 、 sodium picolinate 、 caesium carbonate 作用下， 以 二甲基亚砜 为溶剂， 反应 24.0h， 以80%的产率得到ethyl 2-cyano-2-(4-fluorophenyl)pent-4-enoate
  参考文献：
  名称：

  Synthesis of 2-alkyl-2-arylcyanoacetates via CuI/sodium picolinate-catalyzed direct arylation of α-substituted cyanoacetates

  摘要：

  CuI/sodium picolinate-catalyzed direct arylation of alpha-substituted cyanoacetates takes place at 60 degrees C in the presence of Cs2CO3 and 4 angstrom molecular sieve, affording 2-alkyl-2-arylcyanoacetates in good to excellent yields. Both electron-rich and electronic-deficient aryl iodides, and some functionalized a-substituted cyanoacetates are compatible with the reaction conditions, thereby allowing diverse synthesis of 2-alkyl-2-arylcyanoacetates. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.05.057

文献信息

• Synthesis of 2-alkyl-2-arylcyanoacetates via CuI/sodium picolinate-catalyzed direct arylation of α-substituted cyanoacetates
  作者：Siwei Xie、Peng Qin、Meng Li、Xiaojing Zhang、Yongwen Jiang、Dawei Ma

  DOI：10.1016/j.tetlet.2013.05.057

  日期：2013.7

  CuI/sodium picolinate-catalyzed direct arylation of alpha-substituted cyanoacetates takes place at 60 degrees C in the presence of Cs2CO3 and 4 angstrom molecular sieve, affording 2-alkyl-2-arylcyanoacetates in good to excellent yields. Both electron-rich and electronic-deficient aryl iodides, and some functionalized a-substituted cyanoacetates are compatible with the reaction conditions, thereby allowing diverse synthesis of 2-alkyl-2-arylcyanoacetates. (C) 2013 Elsevier Ltd. All rights reserved.