1,2-bis(4-isopropylphenyl)disulfane

• 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: 1,2-bis(4-isopropylphenyl)disulfane
• 英文别名: 1-Propan-2-yl-4-[(4-propan-2-ylphenyl)disulfanyl]benzene
• 化学式: C₁₈H₂₂S₂
• 分子量: 302.505
• InChiKey: SEPAJCXCCIIVEB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.3
• 重原子数：
  20
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  50.6
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1,2-bis(4-isopropylphenyl)disulfane 在 sodium hydride 作用下， 以 甲醇 、 正己烷 、 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 1.75h， 生成 methyl 5-chloro-3-[(4-isopropylphenyl)thio]-1H-indole-2-carboxylate
  参考文献：
  名称：

  Novel Indolyl Aryl Sulfones Active against HIV-1 Carrying NNRTI Resistance Mutations:  Synthesis and SAR Studies

  摘要：

  The potent anti-HIV-1 activities of L-737,126 (2) and PAS sulfones prompted us to design and test against HIV-1 in acutely infected MT-4 cells a number of novel 1- and 3-benzenesulfonylindoles. Indoles belonging to the 1-benzenesulfonyl series were found poorly or totally inactive. On the contrary, some of the 3-benzenesulfonyl derivatives turned out to be as potent as 2, being endowed with potencies in the low nanomolar concentration range. In particular, (2-methylphenyl)sulfonyl (72) and (3-methylphenyl)sulfonyl (73) derivatives showed EC50 values of 1 nM. Introduction of two methyl groups at positions 3 and 5 of the phenyl ring of 2 furnished derivatives (80 and 83) which showed very potent and selective anti-HIV-1 activity not only against the wt strain, but also against mutants carrying NNRTI-resistant mutations at positions 103 and 181 of the reverse transcriptase gene.

  DOI：

  10.1021/jm0211063
• 作为产物：
  描述：

  对异丙基苯硫酚 在 氧气 作用下， 反应 12.0h， 以93%的产率得到1,2-bis(4-isopropylphenyl)disulfane
  参考文献：
  名称：

  通过不含催化剂和添加剂的巯基偶联， 生物基绿色溶剂介导的二硫键合成†

  摘要：

  已经发现生物基绿色溶剂乳酸乙酯是硫醇的氧化偶联反应产生广泛的二硫化物的特别有效的介质。作为绿色溶剂，乳酸乙酯通过不使用任何催化剂或添加剂而高效介导相应的反应，对转化显示出令人感兴趣的促进作用。

  DOI：

  10.1039/c3ra42915f

文献信息

• Sequential C–H activation enabled expedient delivery of polyfunctional arenes
  作者：Wensen Ouyang、Xiaoqing Cai、Xiaojian Chen、Jie Wang、Jianhang Rao、Yang Gao、Yanping Huo、Qian Chen、Xianwei Li

  DOI：10.1039/d1cc03243g

  日期：——

  Modular construction of polyfunctional arenes from abundant feedstocks stands as an unremitting pursue in synthetic chemistry, accelerating the discovery of drugs and materials. Herein, using the multiple C–H activation strategy with versatile imidate esters, the expedient delivery of molecular libraries of densely functionalized sulfur-containing arenes was achieved, which enabled the concise construction

  从丰富的原料中模块化构建多功能芳烃是合成化学的不懈追求，加速了药物和材料的发现。在此，使用多功能亚胺酸酯的多重 C-H 活化策略，实现了密集功能化的含硫芳烃分子库的便捷传递，从而能够简明地构建生物活性分子，如双苯萘酚。
• [EN] METHODS FOR PRODUCING ARYLSULFUR PENTAFLUORIDES<br/>[FR] PROCÉDÉS DE PRODUCTION DE PENTAFLUORURES DE SOUFRE ARYLÉS
  申请人：IM & T RES INC

  公开号：WO2010014665A1

  公开（公告）日：2010-02-04

  Novel methods for preparing arylsulfur pentafluorides are disclosed. Arylsulfur halotetrafluoride is reacted with a fluoride source under hydrous conditions to form an arylsulfur pentafluoride. The purification method is also disclosed.

  揭示了制备芳基硫五氟化物的新方法。芳基硫卤四氟化物在湿润条件下与氟化物源反应，形成芳基硫五氟化物。还公开了纯化方法。
• Oxidative transformation of thiols to disulfides promoted by activated carbon–air system
  作者：Masahiko Hayashi、Ken-ichi Okunaga、Shunsuke Nishida、Kenjiro Kawamura、Kazuo Eda

  DOI：10.1016/j.tetlet.2010.10.070

  日期：2010.12

  Efficient oxidative transformation of thiols to disulfides took place in the presence of activated carbon under an oxygen (or air) atmosphere. The present oxidation method is available not only for a variety of thiols such as simple aromatic and aliphatic thiols but also for 3,4-dihydropyrimidin-2(1H)-thiones and N-Boc-l-cysteine.

  在氧气（或空气）气氛下，在存在活性炭的情况下，硫醇进行了有效的氧化转化为二硫化物。本氧化方法不仅可用于多种硫醇，例如简单的芳族和脂族硫醇，而且可用于3,4-二氢嘧啶-2（1 H）-硫酮和N- Boc- 1-半胱氨酸。
• Nanolayered cobalt–molybdenum sulphides (Co–Mo–S) catalyse borrowing hydrogen C–S bond formation reactions of thiols or H₂S with alcohols
  作者：Iván Sorribes、Avelino Corma

  DOI：10.1039/c8sc05782f

  日期：——

  Nanolayered cobalt–molybdenum sulphide (Co–Mo–S) materials have been established as excellent catalysts for C–S bond construction. These catalysts allow for the preparation of a broad range of thioethers in good to excellent yields from structurally diverse thiols and readily available primary as well as secondary alcohols. Chemoselectivity in the presence of sensitive groups such as double bonds,

  纳米层硫化钴钼（Co-Mo-S）材料已被确定为 C-S 键构建的优异催化剂。这些催化剂可以用结构多样的硫醇和容易获得的伯醇和仲醇以良好至优异的产率制备各种硫醚。已证明在双键、腈、羧酸酯和卤素等敏感基团存在下的化学选择性。研究还表明，该反应是通过氢自转移（借氢）机制发生的，其中涉及 Co-Mo-S 介导的脱氢和氢化反应。使用这些地球上储量丰富的金属硫化物催化剂，还开发了一种基于醇与硫化氢 (H 2 S) 硫醚化以提供对称硫醚的新型催化方案。
• Metal-free S-methylation of diaryl disulfides with di-tert-butyl peroxide
  作者：Xiangmei Wu、Yan Wang

  DOI：10.1016/j.tetlet.2018.02.043

  日期：2018.3

  An efficient approach for S-methylation of diaryl disulfides with di-tert-butyl peroxide under metal-free and neutral conditions was established. The present protocol shows good functional group tolerance to afford aryl methyl sulfides in moderate to good yields.

  建立了在无金属和中性条件下用过氧化二叔丁基进行二芳基二硫化物S-甲基化的有效方法。本方案显示出良好的官能团耐受性，可以以中等至良好的产率提供芳基甲基硫化物。