ethyl (2Z)-2-[1-(butylamino)ethylidene]pent-4-ynoate | 1006865-04-8

• 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: ethyl (2Z)-2-[1-(butylamino)ethylidene]pent-4-ynoate
• CAS: 1006865-04-8
• 化学式: C₁₃H₂₁NO₂
• 分子量: 223.315
• InChiKey: FPCZPUBXMQJFFZ-QXMHVHEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  8
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  ethyl (2Z)-2-[1-(butylamino)ethylidene]pent-4-ynoate 在 zinc(II) nitrate 作用下， 以 乙腈 为溶剂， 反应 0.02h， 生成 ethyl 1-butyl-2,5-dimethyl-1H-pyrrole-3-carboxylate
  参考文献：
  名称：

  An assessment of late transition metals as hydroamination catalysts in the cyclization of C-propargyl vinylogous amides into pyrroles

  摘要：

  It has been shown that common and inexpensive salts of the late transition metals serve as effective hydroamination catalysts in the conversion of C-propargyl vinylogous amides into pyrroles. The oxide, acetate, nitrate and chloride derivatives of Cu(II), Ag(I), Zn(II), Cd(II) and Hg(II) were utilized as hydroamination catalysts in the oxidation states shown. Although the Zn(II) catalysts with the exception of ZnO afforded the highest yields of product under mild conditions, all of the group 12 metal catalysts provided excellent yields of product under more forcing conditions. The nature of the counterion plays an important role in the efficiency of hydroamination reactions, as well as the Lewis acidity of the metal centre. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.116
• 作为产物：
  描述：

  (Z)-ethyl 3-(butylamino)but-2-enoate 、 3-溴丙炔 在 正丁基锂 作用下， 以 四氢呋喃 为溶剂， 反应 15.0h， 以80%的产率得到ethyl (2Z)-2-[1-(butylamino)ethylidene]pent-4-ynoate
  参考文献：
  名称：

  An assessment of late transition metals as hydroamination catalysts in the cyclization of C-propargyl vinylogous amides into pyrroles

  摘要：

  It has been shown that common and inexpensive salts of the late transition metals serve as effective hydroamination catalysts in the conversion of C-propargyl vinylogous amides into pyrroles. The oxide, acetate, nitrate and chloride derivatives of Cu(II), Ag(I), Zn(II), Cd(II) and Hg(II) were utilized as hydroamination catalysts in the oxidation states shown. Although the Zn(II) catalysts with the exception of ZnO afforded the highest yields of product under mild conditions, all of the group 12 metal catalysts provided excellent yields of product under more forcing conditions. The nature of the counterion plays an important role in the efficiency of hydroamination reactions, as well as the Lewis acidity of the metal centre. (C) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2007.11.116

文献信息

• An assessment of late transition metals as hydroamination catalysts in the cyclization of C-propargyl vinylogous amides into pyrroles
  作者：Allan M. Prior、Ross S. Robinson

  DOI：10.1016/j.tetlet.2007.11.116

  日期：2008.1

  It has been shown that common and inexpensive salts of the late transition metals serve as effective hydroamination catalysts in the conversion of C-propargyl vinylogous amides into pyrroles. The oxide, acetate, nitrate and chloride derivatives of Cu(II), Ag(I), Zn(II), Cd(II) and Hg(II) were utilized as hydroamination catalysts in the oxidation states shown. Although the Zn(II) catalysts with the exception of ZnO afforded the highest yields of product under mild conditions, all of the group 12 metal catalysts provided excellent yields of product under more forcing conditions. The nature of the counterion plays an important role in the efficiency of hydroamination reactions, as well as the Lewis acidity of the metal centre. (C) 2007 Elsevier Ltd. All rights reserved.