(E)-(2-methoxystyryl)(phenyl)selenide | 1261990-57-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (E)-(2-methoxystyryl)(phenyl)selenide
• 英文别名: 1-methoxy-2-[(E)-2-phenylselanylethenyl]benzene
• CAS: 1261990-57-1
• 化学式: C₁₅H₁₄OSe
• 分子量: 289.236
• InChiKey: BNKHYJMMICUMSJ-VAWYXSNFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-甲氧基肉桂酸 在 N,N-二甲基丙烯基脲 、 lithium acetate 作用下， 以 水 、 乙腈 为溶剂， 反应 12.08h， 生成 (E)-(2-methoxystyryl)(phenyl)selenide
  参考文献：
  名称：

  Transition-metal free synthesis of diaryl vinyl selenides: a simple synthetic approach with high selectivity

  摘要：

  A simple, highly efficient synthetic protocol is developed for the synthesis of unsymmetrical diaryl vinyl selenides from diaryldiselenide and beta-bromo styrene under transition-metal free conditions in N,N'dimethyl propylene urea and 130 degrees C to afford high yields and excellent selectivities. This method provides a new strategy to fabricate a wide variety of important substituted molecular skeletons and an alternative to conventionally used metal salts, additives, and ligands. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.03.011

文献信息

• Glycerol as a promoting medium for cross-coupling reactions of diaryl diselenides with vinyl bromides
  作者：Loren C. Gonçalves、Gabriela F. Fiss、Gelson Perin、Diego Alves、Raquel G. Jacob、Eder J. Lenardão

  DOI：10.1016/j.tetlet.2010.10.107

  日期：2010.12

  herein the use of glycerol as a novel solvent in the cross-coupling reaction of diaryl diselenides with vinyl bromides catalyzed by CuI. This cross-coupling reaction was performed with diaryl diselenides and (Z)- or (E)-vinyl bromides bearing electron-withdrawing and electron-donating groups, affording the corresponding vinyl selenides in good to excellent yields. The mixture glycerol/catalyst can be

  我们在本文中描述了甘油在二芳基二硒化物与CuI催化的乙烯基溴的交叉偶联反应中作为新型溶剂的用途。该交叉偶联反应是用带有吸电子和给电子基团的二芳基二硒化物和（Z）-或（E）-乙烯基溴化物进行的，从而以良好或优异的产率提供了相应的乙烯基硒化物。甘油/催化剂的混合物可直接用于进一步的交叉偶联反应。
• Transition-metal free synthesis of diaryl vinyl selenides: a simple synthetic approach with high selectivity
  作者：Balaji Mohan、Sori Hwang、Hyunje Woo、Kang Hyun Park

  DOI：10.1016/j.tet.2014.03.011

  日期：2014.4

  A simple, highly efficient synthetic protocol is developed for the synthesis of unsymmetrical diaryl vinyl selenides from diaryldiselenide and beta-bromo styrene under transition-metal free conditions in N,N'dimethyl propylene urea and 130 degrees C to afford high yields and excellent selectivities. This method provides a new strategy to fabricate a wide variety of important substituted molecular skeletons and an alternative to conventionally used metal salts, additives, and ligands. (C) 2014 Elsevier Ltd. All rights reserved.