(Z)-(2-methoxystyryl)(phenyl)sulfane | 1088706-73-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: (Z)-(2-methoxystyryl)(phenyl)sulfane
• 英文别名: (Z)-(2-methoxystyryl)(phenyl)sulfide；1-methoxy-2-[(Z)-2-phenylsulfanylethenyl]benzene
• CAS: 1088706-73-3
• 化学式: C₁₅H₁₄OS
• 分子量: 242.342
• InChiKey: OHKNOMOQQQNCOC-QXMHVHEDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 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：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-乙炔基苯甲醚 、 二苯二硫醚 在 copper(l) iodide 、 rongalite 、 caesium carbonate 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 以89%的产率得到(Z)-(2-methoxystyryl)(phenyl)sulfane
  参考文献：
  名称：

  Hydrothiolation of terminal alkynes with diaryl disulfides and diphenyl diselenide: selective synthesis of (Z)-1-alkenyl sulfides and selenides

  摘要：

  A simple, stereoselective and efficient method for the hydrothiolation of terminal alkynes with diaryl disulfides and diphenyl diselenide has been developed. In the presence of Cul, rongalite, and Cs2CO3, a variety Of disulfides Underwent the reaction of terminal alkynes stereoselectively to afford the corresponding (Z)-1-alkenyl sulfides in moderate to excellent yields. it is noteworthy that hydroselenations of 1,2-diphenyldiselane with alkynes are also conducted smoothly to afford (Z)-1-alkenyl selenides in good yields under the standard conditions. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.09.022

文献信息

• Highly stereoselective anti-Markovnikov hydrothiolation of alkynes and electron-deficient alkenes by a supported Cu-NHC complex
  作者：Yong Yang、Robert M. Rioux

  DOI：10.1039/c4gc00642a

  日期：——

  A robust silica-supported Cu-NHC complex catalyzed highly stereoselective anti-Markovnikov hydrothiolation of alkynes or electron-deficient alkenes to construct C–S bonds.

  一种强大的硅支撑的Cu-NHC复合物催化高立体选择性的炔烃或电子亏缺烯烃的反Markovnikov加硫反应，以构建C-S键。
• Glycerol/CuI/Zn as a recyclable catalytic system for synthesis of vinyl sulfides and tellurides
  作者：Lóren C.C. Gonçalves、David B. Lima、Pedro M.Y. Borba、Gelson Perin、Diego Alves、Raquel G. Jacob、Eder J. Lenardão

  DOI：10.1016/j.tetlet.2013.04.119

  日期：2013.6

  Cu-catalyzed coupling of diphenyl disulfide and diphenyl ditelluride with vinyl bromides using a recyclable catalytic system and glycerol as a green solvent is described. This protocol was efficiently used in the preparation of vinyl sulfides and vinyl tellurides with a variety of substituents in good yields and stereoselectively. The solvent/catalyst system was directly reused for four cycles without loss

  描述了一种使用可循环利用的催化体系和甘油作为绿色溶剂的Cu催化的二苯基二硫化物和二苯基二碲化物与乙烯基溴偶联的简便方法。该方案可有效地用于制备具有各种取代基的乙烯基硫化物和碲化乙烯基化合物，且收率高且立体选择性好。溶剂/催化剂体系可直接重复使用四个循环，而不会损失活性。