1-苯基-2-(苯基磺酰基)乙烷 | 27846-25-9

• 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: 1-苯基-2-(苯基磺酰基)乙烷
• 英文名称: 1-phenyl-2-(phenylsulfonyl)ethane
• 英文别名: (phenethylsulfonyl)benzene；({2-phenylethyl}sulfonyl)benzene；2-(phenyl)ethyl phenyl sulfone；[(2-Phenylethyl)sulfonyl]benzene；2-(benzenesulfonyl)ethylbenzene
• CAS: 27846-25-9
• 化学式: C₁₄H₁₄O₂S
• 分子量: 246.33
• InChiKey: RLTJPCSAOFZFJF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 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：

  1-苯基-2-(苯基磺酰基)乙烷 在 sodium amalgam 作用下， 以 甲醇 为溶剂， 生成 5-苯基戊烷-2-醇
  参考文献：
  名称：

  Julia; Uguen, Bulletin de la Societe Chimique de France, 1976, vol. II, # 3-4, p. 513 - 518

  摘要：

  DOI：
• 作为产物：
  描述：

  β-phenyl-β-hydroxyethyl phenyl sulfone 在 磷酸 、 钯 、 溶剂黄146 作用下， 生成 1-苯基-2-(苯基磺酰基)乙烷
  参考文献：
  名称：

  Grignard Reagents of Sulfones. I. Preparation and Reactions of β-Phenyl-β-hydroxyethyl Phenyl Sulfone¹

  摘要：

  DOI：

  10.1021/ja01135a062

文献信息

• Acid-Catalyzed Oxidative Addition of Thiols to Olefins and Alkynes for a One-Pot Entry to Sulfoxides
  作者：Martin Klussmann、Hui-Lan Yue

  DOI：10.1055/s-0035-1562480

  日期：——

  An oxidative variant of the thiol-ene reaction has been developed, achieving the direct addition of thiols to olefins to form sulfoxides. The reaction uses tert-butyl hydroperoxide as oxidant and methanesulfonic acid as catalyst. The latter is believed to catalyze the oxidation of the intermediate sulfide to the sulfoxide. No special precautions are necessary to exclude oxygen, yet the products are

  已开发出硫醇-烯反应的氧化变体，实现了硫醇与烯烃的直接加成以形成亚砜。该反应以叔丁基过氧化氢为氧化剂，甲磺酸为催化剂。据信后者催化中间体硫化物氧化成亚砜。不需要特殊的预防措施来排除氧气，但产物在 β 位没有氧化的情况下形成。苯乙烯、丙烯酸衍生物、炔烃和苯硫酚的产率最高，而脂肪族烯烃和硫醇的效果较差。
• An Efficient, Overall [4+1] Cycloadditon of 1,3-Dienes and Nitrene Precursors
  作者：Qiong Wu、Jian Hu、Xinfeng Ren、Jianrong Steve Zhou

  DOI：10.1002/chem.201101630

  日期：2011.10.4

  Intermolecular cycloadditions of conjugated dienes and nitrene precursors usually produce aziridines. A generally useful method was lacking to directly provide the [4+1] cycloadducts, 3‐pyrrolines. We have realized this transformation by using an uniquely active catalyst, copper(II) 1,1,1,5,5,5‐hexafluoroacetylacetonate ([Cu(hfacac)2]). The method is applicable to a wide array of dienes with good yields

  共轭二烯和腈前体的分子间环加成通常产生氮丙啶。缺少直接提供[4 + 1]环加合物，3-吡咯啉的通用方法。我们已经通过使用独特的活性催化剂1，（1,2,1,1,1,5,5,5,5-六氟乙酰丙酮铜（[Cu（hfacac）2 ]））实现了这种转变。该方法适用于多种具有良好产率的二烯。当使用1,4-二取代的二烯作为底物时，可以获得很好的顺式或反式选择性。有趣的是，顺式或反式优选取决于取代基的性质，而不是二烯的几何形状。机理研究表明，[4 + 1]环加成反应是通过二烯叠氮化和随后的环扩展进行的。在普通的铜催化剂中，只有[Cu（hfacac）2 ]可以有效地催化两个步骤，这说明了该催化剂的独特效率。
• Alkene synthesis: elimination of arenesulfinic acid from alkyl aryl sulfones using potassium trimethylsilanolate as base
  作者：Charles A.G. Baker-Glenn、Anthony G.M. Barrett、Andrew A. Gray、Panayiotis A. Procopiou、Mark Ruston

  DOI：10.1016/j.tetlet.2005.08.097

  日期：2005.10

  The use of potassium trimethylsilanolate as base to induce elimination of potassium arenesulfinate from alkyl aryl sulfones to produce E-alkenes is described. The reaction was appropriate for substrates containing a benzyl or allyl group α to the sulfone residue.

  描述了使用三甲基硅烷醇钾作为碱以诱导从烷基芳基砜中消除芳烃亚磺酸钾以产生E-烯烃。该反应适合于在砜残基上含有苄基或烯丙基α的底物。
• SULFONAMIDE-BASED ORGANOCATALYSTS AND METHOD FOR THEIR USE
  申请人：Carter Rich Garrett

  公开号：US20100184986A1

  公开（公告）日：2010-07-22

  Organocatalysts, particularly proline sulfonamide organocatalysts, having a first general formula as follows are disclosed. Embodiments of a method for using these organocatalysts also are disclosed. The method comprises providing a disclosed organocatalyst, and performing a reaction, often an enantioselective or diastereoselective reaction, using the organocatalyst. Solely by way of example, disclosed catalysts can be used to perform aldol reactions, conjugate additions, Michael additions, Robinson annulations, Mannich reactions, α-aminooxylations, α-hydroxyaminations, α-aminations and alkylation reactions. Certain of such reactions are intramolecular cyclizations used to form cyclic compounds, such as 5- or 6-membered rings, having one or more chiral centers. Disclosed organocatalysts generally are much more soluble in typical solvents used for organic synthesis than are known compounds. Moreover, the reaction yield is generally quite good with disclosed compounds, as is their enantioselective and diastereoselective effectiveness.

  披露了具有如下一般公式之一的有机催化剂，尤其是脯氨酸磺酰胺有机催化剂。还披露了使用这些有机催化剂的方法的实施例。该方法包括提供一种披露的有机催化剂，并使用该有机催化剂进行反应，通常是立体选择性的反应或对映选择性反应。仅作为示例，披露的催化剂可用于进行aldol反应、共轭加成、Michael加成、Robinson环化反应、Mannich反应、α-氨基氧化、α-羟基胺化、α-胺化和烷基化反应。其中一些反应是分子内环化反应，用于形成具有一个或多个手性中心的环状化合物，例如5或6元环。披露的有机催化剂通常比已知的化合物更容易溶于用于有机合成的典型溶剂中。此外，使用披露化合物的反应收率通常相当好，它们的对映选择性和非对映选择性效果也很好。
• Visible- and UV-Light-Induced Decarboxylative Radical Reactions of Benzoic Acids Using Organic Photoredox Catalysts
  作者：Suzuka Kubosaki、Haruka Takeuchi、Yutaka Iwata、Yosuke Tanaka、Kazuyuki Osaka、Mugen Yamawaki、Toshio Morita、Yasuharu Yoshimi

  DOI：10.1021/acs.joc.0c00055

  日期：2020.4.17

  reactions of benzoic acids with electron-deficient alkenes, diborane, and acetonitrile under organic photoredox catalysis conditions and mild heating afforded adducts, arylboronate esters, and the reduction product, respectively. The reaction is thought to involve single-electron transfer promoted the generation of aryl radicals via decarboxylation. A diverse range of benzoic acids were found to be suitable

  在有机光氧化还原催化条件下和温和加热下，苯甲酸与缺电子的烯烃，乙硼烷和乙腈进行光诱导的脱羧自由基反应，分别得到加合物，芳基硼酸酯和还原产物。该反应被认为涉及单电子转移，该反应通过脱羧促进了芳基的产生。发现多种苯甲酸是用于该光反应的合适的底物。只有我们的两分子有机光氧化还原系统才能很好地实现苯甲酸的直接光诱导脱羧。