ethyl 2-phenylsulfanyl-cyclohex-1-enecarboxylate | 1052737-77-5

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: ethyl 2-phenylsulfanyl-cyclohex-1-enecarboxylate
• 英文别名: ethyl 2-phenylsulfynyl-cyclohex-1-ene-carboxylate；Ethyl 2-phenylsulfanylcyclohexene-1-carboxylate
• CAS: 1052737-77-5
• 化学式: C₁₅H₁₈O₂S
• 分子量: 262.373
• InChiKey: ILMYYULBSJHYHR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.4
• 拓扑面积：
  51.6
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  In(SPh)₃ 、 2-(三氟甲基 磺酰氧基)-1-环乙烯-1-羧酸乙酯 在 palladium diacetate 、 N,N-二异丙基乙胺 、 4,5-双二苯基膦-9,9-二甲基氧杂蒽 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 4.0h， 以95%的产率得到ethyl 2-phenylsulfanyl-cyclohex-1-enecarboxylate
  参考文献：
  名称：

  钯催化的三硫代有机铟与碳硫交叉偶联反应及其在顺序一锅法中的应用。

  摘要：

  发现三（有机硫代铟）铟是钯催化的CS交叉偶联反应中有效的亲核偶联配偶体，以高产率，高原子效率和完全的区域选择性和化学选择性产生官能化的硫化物。本方法有效地应用于由选择性双CS交叉偶联反应和将烯丙基或烯丙基铟加入醛缩醛以形成官能化的硫化物和双（硫化物）组成的顺序一锅法。

  DOI：

  10.1021/jo801169h

文献信息

• METHODS FOR THE SYNTHESIS OF ORGANIC SULFIDES BY USING SULFIDES AND ORGANIC SULFUR-INDIUM COMPLEXES
  申请人：Lee Phil-ho

  公开号：US20100234633A1

  公开（公告）日：2010-09-16

  The present invention relates to a novel synthesis method for the formation of carbon-sulfur bonds by the reaction of an organic sulfur-indium complex with nucleophile in the presence of a palladium catalyst. The present invention provides a synthesis method to prepare several kinds of organic sulfides which are difficult to be prepared by the conventional synthesis methods. A short reaction time and quantitative yield are the advantages of this method. In addition, several kinds of organic sulfide can be prepared by the selection of nucleophile and organic sulfur-indium complex to be used.
• US8410301B2
  申请人：——

  公开号：US8410301B2

  公开（公告）日：2013-04-02
• [EN] METHODS FOR THE SYNTHESIS OF ORGANIC SULFIDES BY USING SULFIDES AND ORGANIC SULFUR-INDIUM COMPLEXES<br/>[FR] PROCÉDÉS DE SYNTHÈSE DE SULFURES ORGANIQUES EN UTILISANT DES SULFURES ET DES COMPLEXES SOUFRE-INDIUM
  申请人：KNU INDUSTRY COOPERATION FOUND

  公开号：WO2009069888A2

  公开（公告）日：2009-06-04

  The present invention relates to a novel synthesis method for the formation of carbon- sulfur bonds by the reaction of an organic sulfur-indium complex with nucleophile in the presence of a palladium catalyst. The present invention provides a synthesis method to prepare several kinds of organic sulfides which are difficult to be prepared by the conventional synthesis methods. A short reaction time and quantitative yield are the advantages of this method. In addition, several kinds of organic sulfide can be prepared by the selection of nucleophile and organic sulfur-indium complex to be used.
• Palladium-Catalyzed Carbon−Sulfur Cross-Coupling Reactions with Indium Tri(organothiolate) and Its Application to Sequential One-Pot Processes
  作者：Jae-Young Lee、Phil Ho Lee

  DOI：10.1021/jo801169h

  日期：2008.9.19

  tri(organothiolate) is an effective nucleophilic coupling partner in Pd-catalyzed C-S cross-coupling reactions to produce the functionalized sulfides in excellent yields with high atom efficiency and complete regio- and chemoselectivity. The present method was efficiently applied to the sequential one-pot processes composed of selective double C-S cross-coupling reactions and addition of allylindium or allenylindium

  发现三（有机硫代铟）铟是钯催化的CS交叉偶联反应中有效的亲核偶联配偶体，以高产率，高原子效率和完全的区域选择性和化学选择性产生官能化的硫化物。本方法有效地应用于由选择性双CS交叉偶联反应和将烯丙基或烯丙基铟加入醛缩醛以形成官能化的硫化物和双（硫化物）组成的顺序一锅法。