dimethyl 2-(phenylthio)-maleate | 59790-39-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: dimethyl 2-(phenylthio)-maleate
• 英文别名: dimethyl 2-(phenylthio)maleate；Dimethyl phenylthiomaleate；cis-und trans-Dimethyl-2-phenylthio-but-2-en-dioat；Phenylmercapto-maleinsaeure-dimethylester；Dimethyl 2-{phenylthio}maleate；dimethyl (E)-2-phenylsulfanylbut-2-enedioate
• CAS: 59790-39-5
• 化学式: C₁₂H₁₂O₄S
• 分子量: 252.291
• InChiKey: PGZIZNVJOBVEDX-CSKARUKUSA-N

物化性质

• 沸点：
  364.1±42.0 °C(Predicted)
• 密度：
  1.24±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  17
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  77.9
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dimethyl 2-(phenylthio)-maleate 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 以82%的产率得到dimethyl 2-(phenylsulfinyl)maleate
  参考文献：
  名称：

  Preparation of dimethyl 2-phenylthiomaleate dimethyl 2-phenylthiofumarate, and their sulfoxides

  摘要：

  DOI：

  10.1021/jo00155a033
• 作为产物：
  描述：

  马来酸二甲酯 在 三乙胺 N-氯代丁二酰亚胺 、 三乙胺 作用下， 以 四氯化碳 、 苯 为溶剂， 反应 110.0h， 生成 dimethyl 2-(phenylthio)-maleate
  参考文献：
  名称：

  Preparation of dimethyl 2-phenylthiomaleate dimethyl 2-phenylthiofumarate, and their sulfoxides

  摘要：

  DOI：

  10.1021/jo00155a033

文献信息

• Generation of Nonstabilized Thiazolium and 2-Methylthiazolium Methylides
  作者：Otohiko Tsuge、Shuji Kanemasa、Satoru Kuraoka

  DOI：10.1246/bcsj.58.1570

  日期：1985.5

  Desilylation of 3-(trimethylsilylmethyl)thiazolium triflates including 2-methyl derivatives with CsF generates the corresponding thiazolium methylides which are trapped with acetylenic and olefinic dipolarophiles. This paper presents the first example for the generation of nonstabilized thiazolium methylides including 2-methyl derivatives.

  3-（三甲基甲硅烷基甲基）噻唑鎓三氟甲磺酸盐与 CsF 的脱甲硅烷基化反应产生相应的噻唑鎓甲基化物，这些甲基化物被炔属和烯属偶极亲和体捕获。本文介绍了生成不稳定噻唑鎓甲基化物（包括 2-甲基衍生物）的第一个例子。
• Three-component reaction of isocyanide with dialkyl acetylenedicarboxylate and alkyl mercaptan: preparation of new derivatives of stable ketenimines
  作者：Afshin Sarvary、Shabnam Shaabani、Nasim Ghanji、Ahmad Shaabani

  DOI：10.1080/17415993.2014.978330

  日期：2015.3.4

  Three-component synthesis of stable ketenimines containing a sulfur group based on a capture profile of a zwitterionic intermediate is described. Thus, the reactions of zwitterions, generated from isocyanide and dialkyl acetylenedicarboxylate, react with alkyl mercaptans in CH2Cl2 to afford ketenimines in good yields. GRAPHICAL ABSTRACT

  描述了基于两性离子中间体的捕获曲线的含硫基团的稳定烯酮亚胺的三组分合成。因此，由异氰化物和乙炔二羧酸二烷基酯产生的两性离子的反应在 CH2Cl2 中与烷基硫醇反应，以良好的收率提供烯酮亚胺。图形概要
• Carbene and silicon routes as methods for the generation and dipolar cycloaddition reactions of methyl nitrile ylide
  作者：Albert. Padwa、John R. Gasdaska、Miguel. Tomas、Nicholas J. Turro、Yuan. Cha、Ian R. Gould

  DOI：10.1021/ja00281a046

  日期：1986.10
• Direct Benzothiophene Formation via Oxygen-Triggered Intermolecular Cyclization of Thiophenols and Alkynes Assisted by Manganese/PhCOOH
  作者：Kaisheng Liu、Fan Jia、Hui Xi、Yuanming Li、Xiaojian Zheng、Qiaoxia Guo、Baojian Shen、Zhiping Li

  DOI：10.1021/ol400719d

  日期：2013.4.19

  An intermolecular oxidative cyclization between thiophenols and alkynes for benzothiophene formation has been established. A variety of multifunctional benzothiophenes are synthesized. In addition, we demonstrated that the obtained benzothiophenes can be used for further transformation to give diverse benzothiophene derivatives efficiently and selectively.
• Asymmetric hydrogenation of alkyl(vinyl)thioethers: a promising approach to α-chiral thioethers
  作者：Alex F. Meindertsma、Michael M. Pollard、Ben L. Feringa、Johannes G. de Vries、Adriaan J. Minnaard

  DOI：10.1016/j.tetasy.2007.11.020

  日期：2007.12

  This paper describes the enantio selective hydrogenation of vinylthioethers. We show that thioether derivatives of maleic esters can be hydrogenated with full conversion and up to 60% ee, and that alpha-thioether cinnamic acids can be hydrogenated in 51% ee with modest conversion. (c) 2007 Elsevier Ltd. All rights reserved.