methyl phenylmethanesulfinate | 72054-32-1

• 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: methyl phenylmethanesulfinate
• CAS: 72054-32-1
• 化学式: C₈H₁₀O₂S
• 分子量: 170.232
• InChiKey: YZFRMTIOGUDRCS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.4
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  45.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl phenylmethanesulfinate 在 2,4,6-三甲基苯磺酰羟胺 作用下， 以 二氯甲烷 、 甲苯 为溶剂， 生成 Benzyl-butyl-imino-oxo-lambda6-sulfane
  参考文献：
  名称：

  NMR Spectroscopic Determination of the Absolute Configuration of Chiral Sulfoxides via N-(Methoxyphenylacetyl)sulfoximines

  摘要：

  DOI：

  10.1021/ja992730g
• 作为产物：
  描述：

  甲醇 、 二苄基二硫 在 N-溴代丁二酰亚胺(NBS) 作用下， 反应 1.0h， 以92%的产率得到methyl phenylmethanesulfinate
  参考文献：
  名称：

  'One-Pot' Synthesis of Sulphinic Esters from Disulphides

  摘要：

  直接给您翻译结果：烷烃和芳烃亚磺酸酯可以通过使用N-溴琥珀酰亚胺或3-氯过氧苯甲酸与N-溴琥珀酰亚胺的组合，从二硫化物和醇中方便地制备。

  DOI：

  10.1055/s-1988-27535

文献信息

• Direct synthesis of sulfinic esters via ultrasound accelerated tandem reaction of thiols and alcohols with <i>N</i>-bromosuccinimide
  作者：Lan-Anh Thi Nguyen、Tri-Nghia Le、Cong-Thang Duong、Chi-Tam Vo、Fritz Duus、Thi Xuan Thi Luu

  DOI：10.1080/17415993.2021.1928669

  日期：2021.9.3

  The direct transformation of various thiols and simple alcohols with N-bromosuccinimide into sulfinic esters has been investigated by using different categories of base/acidic catalysts as well as co-solvents under varied reaction conditions. The reaction was found out to afford the sulfinic esters with high yields in the absence of catalysts, especially within the shorter time under the acceleration

  已经通过使用不同类别的碱/酸催化剂以及在不同反应条件下的共溶剂研究了各种硫醇和简单醇与 N-溴代琥珀酰亚胺直接转化为亚磺酸酯。发现该反应在不存在催化剂的情况下以高产率提供亚磺酸酯，尤其是在超声辐射加速下比在更持久的常规搅拌条件下更短的时间内。
• Sulfoxide synthesis from sulfinate esters under Pummerer-like conditions
  作者：Akihiro Kobayashi、Tsubasa Matsuzawa、Takamitsu Hosoya、Suguru Yoshida

  DOI：10.1039/d0cc02253e

  日期：——

  A facile synthetic method for the preparation of allyl sulfoxides by S-allylation of sulfinate esters proceeds through sulfonium intermediates without [3,3]-sigmatropic rearrangement and further Pummerer-type reactions of the resulting allyl sulfoxides. On the basis of the plausible reaction mechanism involving sulfonium salt intermediates, S-alkynylation and S-arylation were also accomplished.

  一种通过亚磺酸酯的S-烯丙基化制备烯丙基亚砜的简便合成方法，是通过sulf中间体进行的，而没有[3,3]-σ重排和所得烯丙基亚砜的进一步Pummerer型反应。在涉及involving盐中间体的合理反应机理的基础上，还完成了S-炔基化和S-芳基化。
• COMPOSITION, SYNTHESIS, AND USE OF NEW ARYLSULFONYL ISONITRILES
  申请人：DUQUESNE UNIVERSITY OF THE HOLY GHOST

  公开号：US20150239833A1

  公开（公告）日：2015-08-27

  This invention relates to novel isonitriles, including arylsulfonyl isonitriles, and methods for their synthesis. The isonitriles include a conjugated ring system. The structure is designed with the flexibility to have multiple substitution patterns. The isonitriles may be used in applications including, but not limited to, pharmaceutical compositions.

  这项发明涉及新型异腈，包括芳基磺酰异腈，以及它们的合成方法。异腈包括一个共轭环系统。该结构设计具有多种取代模式的灵活性。异腈可用于包括但不限于药物组合物在内的应用中。
• Alkyl Sulfinates: Formal Nucleophiles for Synthesizing TosMIC Analogs
  作者：J. Armando Lujan-Montelongo、Angel Ojeda Estevez、Fraser F. Fleming

  DOI：10.1002/ejoc.201403615

  日期：2015.3

  Alkyl sulfinates function as formal nucleophiles in Mannich-type reactions to give sulfonyl formamides, which are readily dehydrated to the corresponding sulfonylmethyl isonitriles. The efficient, two-step synthesis provides a general route to sulfonylmethyl isonitriles from readily available methyl sulfinates or thiols. Mechanistic analysis reveals that the unusual nucleophlicity of the alkyl sulfinates

  烷基亚磺酸盐在曼尼希型反应中用作正式的亲核试剂，生成磺酰甲酰胺，后者很容易脱水成相应的磺酰甲基异腈。高效的两步合成为从容易获得的亚磺酸甲酯或硫醇制备磺酰甲基异腈提供了一条通用途径。机理分析表明，烷基亚磺酸盐的异常亲核性源于亚磺酸的原位释放。
• Hypervalent Iodine in Synthesis XXIV: A Facile Method for the Preparation of Arylsulfinic Esters: Oxidation of Disulfides or Thiophenols by Phenyliodine (III)<i>bis</i>(Trifluoroacetate) in the Presence of Alcohols
  作者：Min Xia、Zhen-Chu Chen

  DOI：10.1080/00397919708006060

  日期：1997.4

  Abstract Arylsulfinic esters were prepared by the oxidation of diaryl disulfides or thiophenols with phenyliodine (III) bis(trifluoroacetate) in the presence of alcohols.

  摘要 芳基亚磺酸酯是通过二芳基二硫化物或苯硫酚与苯基碘 (III) 双（三氟乙酸酯）在醇存在下氧化制备的。