4-methoxy-3'-(methylthio)biphenyl | 95391-98-3

• 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: 4-methoxy-3'-(methylthio)biphenyl
• 英文别名: 4-methoxy-3'-(methylthio)-1,1'-biphenyl；1-Methoxy-4-(3-methylsulfanylphenyl)benzene
• CAS: 95391-98-3
• 化学式: C₁₄H₁₄OS
• 分子量: 230.331
• InChiKey: ZBHVLOQZDKYCAD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-methoxy-3'-(methylthio)biphenyl 在 三乙基硅烷 、 三甲基氯硅烷 、 palladium dichloride 作用下， 以 四氢呋喃 为溶剂， 反应 0.5h， 以92%的产率得到4-甲氧基联苯
  参考文献：
  名称：

  Pd-catalyzed reductive cleavage of alkyl aryl sulfides with triethylsilane that is accelerated by trialkylsilyl chloride

  摘要：

  The palladium-catalyzed reductive cleavage of alkyl aryl sulfides to afford the corresponding arenes in high yield, which is both accelerated and exhibits increased functional group selectivity in the presence of TMSCI, is described. This ligand-free reaction features mild conditions, easy operation, use of readily available reagents, and high functional group selectivity. (c) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.06.002
• 作为产物：
  描述：

  1-(4-甲氧基苯基)-3,3-二(甲硫基)-2-丙烯-1-酮 在 三氟化硼乙醚 作用下， 以 乙醚 、 苯 为溶剂， 反应 1.25h， 生成 4-methoxy-3'-(methylthio)biphenyl
  参考文献：
  名称：

  Cationic benzoannelation of active methylene ketones via oxoketendithioacetals

  摘要：

  DOI：

  10.1016/s0040-4039(01)91128-1

文献信息

• Pd‐Catalyzed Synthesis of Biphenyls with Methylthio Group
  作者：Zhiqiang Zhang、Zhizhi Hu、Zhixiao Yu、Haijun Chi、Peng Lei、Yue Wang、Ren He

  DOI：10.1080/00397910601131049

  日期：2007.3

  Abstract The synthesis of unsymmetrical biaryls with a methylthio group is achieved using the air‐stable palladium–phosphinous acid complexes, [(t‐Bu)2P(OH)]2 PdCl2 (POPd), as the catalyst. A great variety of substituted bromobenzenes having electron‐withdrawing and electron‐donating functional groups in para and meta positions have been successfully coupled with 3‐methylthiophenylboronic acid.

  摘要 使用空气稳定的钯-次膦酸络合物 [(t-Bu)2P(OH)]2 PdCl2 (POPd) 作为催化剂，合成了具有甲硫基的不对称联芳基化合物。多种在对位和间位具有吸电子和给电子官能团的取代溴苯已成功与 3-甲基硫代苯基硼酸偶联。
• A Preparatively Convenient Ligand-Free Catalytic PEG 2000 Suzuki−Miyaura Coupling
  作者：Thomas M. Razler、Yi Hsiao、Feng Qian、Ruiling Fu、Rana Kashif Khan、Wendel Doubleday

  DOI：10.1021/jo802277z

  日期：2009.2.6

  A ligand-free Suzuki-Miyaura reaction for the cross-coupling of aryl and heteroaryl bromides with aryl and heteroarylboronic acids has been developed utilizing catalytic polyethylene glycol 2000 (PEG 2000). This preparatively convenient system afforded the corresponding cross-coupled products in good to excellent isolated yields after a simple aqueous workup. Transmission electron microscopy (TEM) analysis of the Pd-PEG 2000 catalyst system revealed in situ-generated palladium nanoparticles after only 1 min of reaction.
• SINGH, GURDEEP;ILA, HIRIYAKKANAVAR;JUNJAPPA, HIRIYAKKANAVAR, TETRAHEDRON LETT., 1984, 25, N 44, 5095-5098
  作者：SINGH, GURDEEP、ILA, HIRIYAKKANAVAR、JUNJAPPA, HIRIYAKKANAVAR

  DOI：——

  日期：——
• Pd-catalyzed reductive cleavage of alkyl aryl sulfides with triethylsilane that is accelerated by trialkylsilyl chloride
  作者：Takehiko Matsumura、Takashi Niwa、Masahisa Nakada

  DOI：10.1016/j.tetlet.2012.06.002

  日期：2012.8

  The palladium-catalyzed reductive cleavage of alkyl aryl sulfides to afford the corresponding arenes in high yield, which is both accelerated and exhibits increased functional group selectivity in the presence of TMSCI, is described. This ligand-free reaction features mild conditions, easy operation, use of readily available reagents, and high functional group selectivity. (c) 2012 Elsevier Ltd. All rights reserved.
• Cationic benzoannelation of active methylene ketones via oxoketendithioacetals
  作者：Gurdeep Singh、Hiriyakkanavar Ila、Hiriyakkanavar Junjappa

  DOI：10.1016/s0040-4039(01)91128-1

  日期：1984.1