1,3-dimethoxy-2-(4-methoxyphenyl)sulfanylbenzene | 1314254-20-0

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 1,3-dimethoxy-2-(4-methoxyphenyl)sulfanylbenzene
• 英文别名: 1,3-dimethoxy-2-(4-methoxyphenylsulfanyl)benzene；1,3-dimethoxy-2-((4-methoxyphenyl)thio)benzene；2,6-dimethoxyphenyl-4-methoxyphenylsulfide
• CAS: 1314254-20-0
• 化学式: C₁₅H₁₆O₃S
• 分子量: 276.356
• InChiKey: XIUHQGXHRITHKV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  19
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  53
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4,4'-二甲氧基二苯二硫 、 2,6-二甲氧基苯甲酸 在 palladium(II) trifluoroacetate 、 silver carbonate 作用下， 以 1,4-二氧六环 、 四甲基亚砜 为溶剂， 反应 12.0h， 以67%的产率得到1,3-dimethoxy-2-(4-methoxyphenyl)sulfanylbenzene
  参考文献：
  名称：

  钯催化受阻2,6-二烷氧基苯甲酸的脱羧交叉偶联形成碳-硫和碳-硒键

  摘要：

  据报道，在富电子的2,6-二烷氧基苯甲酸衍生物和二芳基二硫化物之间进行脱羧钯催化反应，可轻松制得二芳基硫化物。在Pd（CF 3 CO 2）2和Ag 2 CO 3在1,4-二恶烷和四亚甲基亚砜（TMSO）的65：1混合物中存在时，该偶联有效地进行。我们还介绍了通过钯催化的脱羧交叉偶联的碳-硒键的首次形成。

  DOI：

  10.1021/jo200344w

文献信息

• Simple N-Heterocyclic Carbenes as Ligands in Ullmann-Type Ether and Thioether Formations
  作者：Jiang-Ping Wu、Anjan K. Saha、Nizar Haddad、Carl A. Busacca、Jon C. Lorenz、Heewon Lee、Chris H. Senanayake

  DOI：10.1002/adsc.201600316

  日期：2016.6.16

  A simple N‐heterocyclic carbene (NHC) derived from 1‐methyl‐3‐ethylimidazolium tetrafluoroborate was found to be an efficient ligand for a range of copper‐catalyzed cross‐coupling reactions, leading to the formation of aromatic ethers and thioethers.

  发现一种简单的N-杂环卡宾（NHC）衍生自四氟硼酸1-甲基-3-乙基咪唑鎓是一系列铜催化交叉偶联反应的有效配体，导致形成芳族醚和硫醚。
• N-Chlorosuccinimide promoted direct C(sp2)–H bond thiolation of the methoxybenzenes with thiophenols
  作者：M. Raghavender Reddy、G. Santosh Kumar、H.M. Meshram

  DOI：10.1016/j.tetlet.2016.06.126

  日期：2016.8

  A simple and an efficient procedure for the formation of diaryl sulfides via direct sp2 C–H functionalization have been developed from simple and readily available thiophenols and substituted methoxy benzenes. In this process thiophenols were used as the sulfur source. In this transformation broad range of functional groups were well tolerated in good to excellent yields.

  由简单易得的硫酚和取代的甲氧基苯开发了一种通过直接的sp 2 C–H官能化形成二芳基硫醚的简单有效的方法。在该方法中，将硫酚用作硫源。在这种转化中，宽泛的官能团被很好地耐受，获得了极好的收率。
• Carbon–Sulfur Bond Formation Catalyzed by [Pd(IPr*^OMe)(cin)Cl] (cin = cinnamyl)
  作者：Gulluzar Bastug、Steven P. Nolan

  DOI：10.1021/jo401492n

  日期：2013.9.20

  The newly prepared complex [Pd(IPr*OMe)(cin)(Cl)] provides high catalytic activity for carbon–sulfur cross-coupling reactions. Nonactivated and deactivated aryl halides were successfully coupled with a large variety of aryl- and alkylthiols using this well-defined palladium N-heterocyclic carbene (NHC) complex.

  新制备的配合物[Pd（IPr * OMe）（cin）（Cl）]为碳-硫交叉偶联反应提供了高催化活性。使用这种定义明确的钯N-杂环卡宾（NHC）配合物，可以将未活化和失活的芳基卤化物与各种芳基和烷基硫醇成功偶联。
• Magnetically Separable CuFe₂O₄Nanoparticles Catalyzed Ligand-Free CS Coupling in Water: Access to (<i>E</i>)- and (<i>Z</i>)-Styrenyl-, Heteroaryl and Sterically Hindered Aryl Sulfides
  作者：Debasish Kundu、Tanmay Chatterjee、Brindaban C. Ranu

  DOI：10.1002/adsc.201300261

  日期：2013.8.12

  AbstractAn efficient coupling of styrenyl, heteroaryl and sterically hindered aryl halides with aryl‐ and heteroarylthiols catalyzed by the bimetallic Cu and Fe nanomaterial, CuFe2O4, in water in the presence of tetrabutylammonium bromide and potassium phosphate (K3PO4) has been achieved without using any ligand. A series of unsymmetrical functionalized (E)‐ and (Z)‐styrenyl aryl, heteroaryl heteroaryl and sterically hindered aryl aryl sulfides has been obtained by this procedure. The compounds are obtained in high yields and excellent stereoselectivity has been observed for styrenyl sulfides. The catalyst can be easily separated by an external magnet and recycled for ten times without any appreciable loss of activity. This procedure provides an easy access to useful and challenging biologically active organosulfides which are difficult to achieve by other methods.magnified image
• Bis(2-pyridyl)diselenoethers as versatile ligands for copper-catalyzed C–S bond formation in glycerol
  作者：Roberta Cargnelutti、Ernesto S. Lang、Ricardo F. Schumacher

  DOI：10.1016/j.tetlet.2015.07.060

  日期：2015.9

  In this Letter, we describe a simple and efficient general methodology for CuI/bis(2-pyridyl)diselenoether-catalyzed C-S coupling reactions of aryl halides with thiols using glycerol as an environmentally friendly solvent. The products were obtained in moderate to excellent yields. The performance of CuI/L3-catalyzed C-S coupling reactions in glycerol is comparable to the related cross-coupling reactions in common organic solvents using transition-metal salts as catalyst. The use of the system CuI/L3/glycerol related in this work offers the possibility of performing the reaction in the absence of toxic organic solvents, expensive metals and using ultrasound as an alternative energy source. (C) 2015 Elsevier Ltd. All rights reserved.