4-phenyl-1-phenylsulphonyl butane | 92643-35-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-phenyl-1-phenylsulphonyl butane
• 英文别名: ((4-phenylbutyl)sulfonyl)benzene；phenyl 4-(phenyl)butyl sulfone；4-phenylbutyl phenyl sulfone；phenyl 4-phenylbutyl sulfone；4-phenylbutyl phenyl sulfon；Phenyl-<4-phenyl-butyl>-sulfon；[4-(Benzenesulfonyl)butyl]benzene；4-(benzenesulfonyl)butylbenzene
• CAS: 92643-35-1
• 化学式: C₁₆H₁₈O₂S
• 分子量: 274.384
• InChiKey: CTNVPPQFDQVWTK-UHFFFAOYSA-N

物化性质

• 熔点：
  65-66 °C(Solv: ligroine (8032-32-4))
• 沸点：
  461.5±28.0 °C(Predicted)
• 密度：
  1.136±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 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：

  4-phenyl-1-phenylsulphonyl butane 在 双(三甲基硅烷基)氨基钾 、 氧气 、 盐酸 作用下， 以 四氢呋喃 、 甲苯 、 水 为溶剂， 反应 0.5h， 以76%的产率得到4-苯基丁酸
  参考文献：
  名称：

  Novel Aerobic Oxidation of Primary Sulfones to Carboxylic Acids

  摘要：

  Primary alkyl aryl sulfones are converted to the corresponding carboxylic acids in fair to excellent yield through double deprotonation and exposure to atmospheric oxygen. The methodology allows for the convenient synthesis of C-13 labeled carboxylic acids.

  DOI：

  10.1021/ol200135m
• 作为产物：
  描述：

  4-phenyl-1-phenylsulphonyl-1-(pyridine-2-thiyl)butane 在 disodium telluride 作用下， 以 乙醇 为溶剂， 以96%的产率得到4-phenyl-1-phenylsulphonyl butane
  参考文献：
  名称：

  Some further novel transformations of geminal (pyridine-2-thiyl) phenylsulphones

  摘要：

  DOI：

  10.1016/s0040-4039(01)80699-7

文献信息

• Reductive addition to electron-deficient olefins with trivalent iodine compounds
  作者：Hideo Togo、Masahiko Aoki、Masataka Yokoyama

  DOI：10.1016/s0040-4020(01)88042-x

  日期：1993.9

  (Diacyloxyiodo)arene was treated with electron-deficient olefins in the presence of hydrogen donor such as 1,4-cyclohexadiene to give the reductive addition products via alkyl radical through the radical decarboxylative pathway in good yields. Moreover, this system was able to generate either alkoxycarbonyl radicals or alkyl radicals with [bis(alkoxyoxalyloxy)iodo]benzene, which was prepared from alcohol

  在氢供体例如1，4-环己二烯的存在下，用缺电子烯烃处理（二酰氧基碘）芳烃，以高收率通过自由基脱羧途径通过烷基产生还原性加成产物。此外，根据反应条件，该体系能够通过两步由[双（烷氧基草酰氧基）碘]苯生成烷氧基羰基或烷基，所述[双（烷氧基草酰氧基）碘]苯是由醇，草酰氯和（二乙酰氧基碘）苯制备的。这些自由基还用于与缺电子的烯烃形成CC键。
• 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。
• Reductive Addition of Alkyl Radical to Phenyl Vinyl Sulfone
  作者：Hideo Togo、Masahiko Aoki、Masataka Yokoyama

  DOI：10.1246/cl.1992.2169

  日期：1992.11

  Radicals generated from (diacyloxyiodo)benzene readily added to phenyl vinyl sulfone to give 2-alkylethyl phenyl sulfone in the presence of a hydrogen donor such as 1,4-cyclohexadiene, 1,3-dioxolane, or triethylsilane. Among these donors, 1,4-cyclohexadiene was the most effective.

  在氢供体如 1,4-环己二烯、1,3-二氧戊环或三乙基硅烷的存在下，由（二酰氧基碘）苯产生的自由基很容易加到苯基乙烯基砜中，得到 2-烷基乙基苯基砜。在这些供体中，1,4-环己二烯是最有效的。
• Hydrosulfonylation of Unactivated Alkenes by Visible Light Photoredox Catalysis
  作者：Juan-Juan Wang、Wei Yu

  DOI：10.1021/acs.orglett.9b03636

  日期：2019.11.15

  hydrosulfonylation of unactivated alkenes with sodium sulfinates was realized via [Ir(dF(CF3)ppy)2(dtbbpy)]PF6-mediated visible light photoredox catalysis. The presence of an acid such as acetic acid is essential for the reaction to take place. A variety of unactivated alkenes can be transformed into sulfones with good yield and high regioselectivity using this reaction, which is proposed to proceed by a radical

  通过[Ir（dF（CF3）ppy）2（dtbbpy）] PF6介导的可见光光氧化还原催化作用，实现了未活化烯烃与亚磺酸钠的抗马氏复合羰基化反应。酸例如乙酸的存在对于反应的发生是必不可少的。使用该反应，可以将多种未活化的烯烃以良好的产率和高的区域选择性转化为砜，这被认为是通过自由基机理进行的。
• LONG CHAIN BASE SPHINGOSINE KINASE INHIBITORS
  申请人：UNIVERSITY OF VIRGINIA PATENT FOUNDATION

  公开号：US20150210675A1

  公开（公告）日：2015-07-30

  The invention relates to inhibitors of Sphingosine Kinase enzymatic activity, and methods of treating diseases and disorders by administering inhibitors of Sphingosine Kinase enzymatic activity.

  本发明涉及抑制鞘氨醇激酶酶活性的抑制剂，以及通过给予鞘氨醇激酶酶活性抑制剂治疗疾病和疾患的方法。