diethyl 2-phenylethynyl-3-phenylselanyl-2-butenedicarboxylate | 1237760-27-8

• 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: diethyl 2-phenylethynyl-3-phenylselanyl-2-butenedicarboxylate
• 英文别名: diethyl (E)-2-(2-phenylethynyl)-3-phenylselanylbut-2-enedioate
• CAS: 1237760-27-8
• 化学式: C₂₂H₂₀O₄Se
• 分子量: 427.358
• InChiKey: CUULNYMLWPZVAS-FMQUCBEESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.45
• 重原子数：
  27
• 可旋转键数：
  10
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  2-phenylethynyl phenyl selenide 、 丁炔二酸二乙酯 在 palladium diacetate 、 potassium carbonate 、 三(邻甲基苯基)磷 作用下， 以 水 、 甲苯 为溶剂， 反应 16.0h， 生成 diethyl 2-phenylethynyl-3-phenylselanyl-2-butenedicarboxylate 、 diethyl 2-phenylethynyl-3-phenylselanyl-2-butenedicarboxylate
  参考文献：
  名称：

  Palladium-catalyzed alkynylselenation of acetylenedicarboxylates leading to enyne selenides and application to synthesis of multisubstituted aryl selenides

  摘要：

  Upon treatment of a mixture of alkynyl selenides and acetylenedicarboxylates with Pd(OAc)(2)/P(o-tol)(3)/K2CO3/H2O-catalytic system, the alkynylselenation of acetylenedicarboxylates takes place to give the corresponding alkynylvinyl selenides. Furthermore, alkynyl selenides undergo the intermolecular [2+2+2] cycloaddition reaction in the presence of PdCl2(PPh3)(2) as a catalyst, affording the corresponding multisubstituted aryl selenides selectively.(C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2010.04.125

文献信息

• Palladium-catalyzed alkynylselenation of acetylenedicarboxylates leading to enyne selenides and application to synthesis of multisubstituted aryl selenides
  作者：Takenori Mitamura、Akiya Ogawa

  DOI：10.1016/j.tetlet.2010.04.125

  日期：2010.7

  Upon treatment of a mixture of alkynyl selenides and acetylenedicarboxylates with Pd(OAc)(2)/P(o-tol)(3)/K2CO3/H2O-catalytic system, the alkynylselenation of acetylenedicarboxylates takes place to give the corresponding alkynylvinyl selenides. Furthermore, alkynyl selenides undergo the intermolecular [2+2+2] cycloaddition reaction in the presence of PdCl2(PPh3)(2) as a catalyst, affording the corresponding multisubstituted aryl selenides selectively.(C) 2010 Elsevier Ltd. All rights reserved.