丙-1-烯-2-基磺酰苯 | 76380-14-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: 丙-1-烯-2-基磺酰苯
• 英文名称: phenyl 2-propenyl sulfone
• 英文别名: isopropenyl-phenyl sulfone；Isopropenyl-phenyl-sulfon；(Isopropenylsulfonyl)benzene；prop-1-en-2-ylsulfonylbenzene
• CAS: 76380-14-8
• 化学式: C₉H₁₀O₂S
• 分子量: 182.243
• InChiKey: FMHMOKZHQNPDGO-UHFFFAOYSA-N

物化性质

• 沸点：
  170-172 °C(Press: 5 Torr)
• 密度：
  1.1872 g/cm3

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  12
• 可旋转键数：
  2
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  42.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  丙-1-烯-2-基磺酰苯 在 三乙胺 作用下， 以 乙醇 为溶剂， 生成 (1-Ethoxy-propane-2-sulfonyl)-benzene
  参考文献：
  名称：

  Redman,R.P. et al., Journal of the Chemical Society. Perkin transactions II, 1978, p. 1135 - 1144

  摘要：

  DOI：
• 作为产物：
  描述：

  isopropenyl phenyl sulfide 在 吡啶 、 双氧水 作用下， 生成 丙-1-烯-2-基磺酰苯
  参考文献：
  名称：

  Kul'bovskaya,N.K. et al., Journal of general chemistry of the USSR, 1960, vol. 30, p. 84 - 89

  摘要：

  DOI：

文献信息

• An Economical and Convenient Synthesis of Vinyl Sulfones
  作者：Yong-Min Liang、Zheng-Hui Guan、Wei Zuo、Lian-Biao Zhao、Zhi-Hui Ren

  DOI：10.1055/s-2007-966039

  日期：——

  A general process for the efficient synthesis of vinyl sulfones has been developed using commercially available sulfinic acid sodium salts and dibromides. A variety of phenyl and methyl vinyl sulfones have been formed in good yields, in the absence of any catalyst.

  已经使用市售的亚磺酸钠盐和二溴化物开发了一种有效合成乙烯基砜的通用方法。在没有任何催化剂的情况下，各种苯基和甲基乙烯基砜都以良好的收率形成。
• [EN] EIF4E INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS D'EIF4E ET LEURS UTILISATIONS
  申请人：PIC THERAPEUTICS INC

  公开号：WO2021178488A1

  公开（公告）日：2021-09-10

  The present invention provides compounds inhibiting elF4E activity and compositions and methods of using thereof.

  本发明提供了抑制elF4E活性的化合物以及使用它们的组合物和方法。
• Radical Titanocene Promoted Coupling of Epoxides and Vinyl Sulfones
  作者：Alfonso Fernández-Mateos、Soledad Encinas-Madrazo、Pablo Herrero-Teijón、Rosa Rubio González

  DOI：10.1002/ejoc.201403288

  日期：2015.1

  A radical coupling reaction of diverse vinyl sulfones and epoxides was mediated by Cp2TiCl (Cp = cyclopentadienyl) to provide a straightforward synthetic pathway to hydroxy sulfones. The reaction was successfully achieved by using either an excess or a catalytic amount of the TiIII reagent. The scope of the reaction was studied for several different functionalized and substituted epoxides and vinyl

  多种乙烯基砜和环氧化物的自由基偶联反应由 Cp2TiCl（Cp = 环戊二烯基）介导，以提供直接合成羟基砜的途径。通过使用过量或催化量的 TiIII 试剂成功地实现了反应。对几种不同的官能化和取代的环氧化物和乙烯基砜的反应范围进行了研究。
• Zn/CuI-Mediated Coupling of Alkyl Halides with Vinyl Sulfones, Vinyl Sulfonates, and Vinyl Sulfonamides
  作者：Matthew M. Zhao、Chuanxing Qu、Joseph E. Lynch

  DOI：10.1021/jo050500g

  日期：2005.8.1

  A novel high-yielding Zn/CuI-mediated coupling method of alkyl halides with vinyl sulfones, vinyl sulfonates, and vinyl sulfonamides is described. This protocol is applicable for primary, secondary, and tertiary alkyl iodides and bromides. Alkyl chlorides and aryl and vinyl halides were unreactive under the reaction conditions. Formamide was found to be a superior solvent for obtaining high yields

  描述了一种新颖的高产Zn / CuI介导的烷基卤与乙烯基砜，乙烯基磺酸盐和乙烯基磺酰胺的偶联方法。该协议适用于伯，仲和叔烷基碘和溴化物。烷基氯与芳基和乙烯基卤化物在反应条件下不反应。发现甲酰胺是获得高产率的优良溶剂。
• Functionalized olefin cross-coupling to construct carbon–carbon bonds
  作者：Julian C. Lo、Jinghan Gui、Yuki Yabe、Chung-Mao Pan、Phil S. Baran

  DOI：10.1038/nature14006

  日期：2014.12.18

  Carbon–carbon (C–C) bonds form the backbone of many important molecules, including polymers, dyes and pharmaceutical agents. The development of new methods to create these essential connections in a rapid and practical fashion has been the focus of numerous organic chemists. This endeavour relies heavily on the ability to form C–C bonds in the presence of sensitive functional groups and congested structural environments. Here we report a chemical transformation that allows the facile construction of highly substituted and uniquely functionalized C–C bonds. Using a simple iron catalyst, an inexpensive silane and a benign solvent under ambient atmosphere, heteroatom-substituted olefins are easily reacted with electron-deficient olefins to create molecular architectures that were previously difficult or impossible to access. More than 60 examples are presented with a wide array of substrates, demonstrating the chemoselectivity and mildness of this simple reaction. Highly substituted carbon–carbon bonds are constructed using a simple iron catalyst and an inexpensive silane: more than 60 examples of this reaction — in which heteroatom-substituted olefins are reacted with electron-deficient olefins — are presented. This paper reports the development of a new type of carbon–carbon bond forming reaction that allows for the simple construction of molecules that were previously either impossible or laborious to access. The procedure exploits an interaction between heteroatom-substituted olefins and electron-deficient olefins to construct highly substituted carbon–carbon bonds using a simple iron catalyst and an inexpensive silane. The authors present than sixty examples of this reaction, covering a broad range of substrates. This reaction is of relevance to the design of organic compounds including polymers, dyes, and pharmaceutical agents and semiconductors.

  碳-碳（C-C）键构成了许多重要分子（包括聚合物、染料及医药制剂）的骨架。大量有机化学家致力于开发新的方法，以期能快速高效地制备这些重要的C-C键。该研究项目更多地依赖于在某些特殊的官能团及空间位阻的环境下形成C-C键的能力。本文报道了一种化学转变过程，这一进程使得传统方法难以形成的具有高度空间位阻及特殊官能团的C-C键能够简易地构建出来。通过使用简便的铁基催化剂，廉价的硅烷及环保的溶剂，在常温常压条件下，很容易使一些含有杂原子的烯烃与那些缺电子的烯烃反应，进而形成一些以往在技术上很难实现甚至无法实现的分子结构。超过60种底物的实验数据的展示，表明了这一简便反应所具有的选择性及温和性。通过简便的铁基催化剂及廉价的硅烷，高度取代的碳-碳键被构建出来。超过60种例子探究了这种反应——含有杂原子的烯烃与那些缺电子的烯烃的反应。本文报道了一种新型的C-C键形成反应，该反应使得一些过去在技术上无法实现或极难实现的分子结构能够简单地构建出来。这一过程利用了含有杂原子的烯烃与缺电子烯烃的相互作用，通过简便的铁基催化剂及廉价的硅烷构建出高度取代的C-C键。超过60种实验例子，广泛地展示了这一过程的通用性。这一反应与包括聚合物、染料及医药制剂，半导体等领域有机化合物的合成息息相关。