methyl 2-cyano-3-phenylhex-5-enoate | 1151543-79-1

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl 2-cyano-3-phenylhex-5-enoate
• 英文别名: Methyl 2-cyano-3-phenylhex-5-enoate
• CAS: 1151543-79-1
• 化学式: C₁₄H₁₅NO₂
• 分子量: 229.279
• InChiKey: HWGQIRQKJJTLTF-UHFFFAOYSA-N

物化性质

• 沸点：
  367.1±42.0 °C(predicted)
• 密度：
  1.069±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  17
• 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：
  3

反应信息

• 作为产物：
  描述：

  烯丙基硼酸频哪醇酯 、 2-氰基-3-苯丙烯酸甲酯 在 2-甲基-2-丁醇 、 C₂₄H₃₀ClN₂Pd 、 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 24.0h， 以82%的产率得到methyl 2-cyano-3-phenylhex-5-enoate
  参考文献：
  名称：

  Conjugate allylation reactions of alkylidene malononitriles mediated by NHC-ligated palladium catalysts

  摘要：

  Conjugate allylation of malononitriles is reported using catalytic N-heterocyclic carbene-ligated palladium complexes. This conjugate allylation reaction yields a variety of monoallylated products. These results contrast the bis-allylation of malononitriles using other palladium-based catalysts. This reaction tolerates a wide variety of functional groups including aryl groups, heteroaromatics, and aliphatic substituents to provide the desired products in good to excellent yields. Derivativation of the monoallylation products to form a triamino pyrimidine is demonstrated. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.10.061

文献信息

• Conjugate allylation reactions of alkylidene malononitriles mediated by NHC-ligated palladium catalysts
  作者：Joshua D. Waetzig、Elizabeth C. Swift、Elizabeth R. Jarvo

  DOI：10.1016/j.tet.2008.10.061

  日期：2009.4

  Conjugate allylation of malononitriles is reported using catalytic N-heterocyclic carbene-ligated palladium complexes. This conjugate allylation reaction yields a variety of monoallylated products. These results contrast the bis-allylation of malononitriles using other palladium-based catalysts. This reaction tolerates a wide variety of functional groups including aryl groups, heteroaromatics, and aliphatic substituents to provide the desired products in good to excellent yields. Derivativation of the monoallylation products to form a triamino pyrimidine is demonstrated. (C) 2008 Elsevier Ltd. All rights reserved.