2-isopropylphenyl 4-methoxyphenyl sulfide

• 分子结构分类: 有机化合物 - 有机硫化合物 - 硫醚类
• 英文名称: 2-isopropylphenyl 4-methoxyphenyl sulfide
• 英文别名: 4-(2-isopropylphenyl)sulfanylanisole；1-Methoxy-4-(2-propan-2-ylphenyl)sulfanylbenzene
• 化学式: C₁₆H₁₈OS
• 分子量: 258.384
• InChiKey: ZAROKCLDYWNHKG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  34.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-碘苯甲醚 、 2-异丙基苯硫酚 在 copper(I) bromide 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲苯 为溶剂， 以70%的产率得到2-isopropylphenyl 4-methoxyphenyl sulfide
  参考文献：
  名称：

  用于从芳基碘化物和芳硫醇制备联芳基硫醚的磷腈碱

  摘要：

  在磷腈P 2 -Et碱以及1，8-二氮杂双环[5.4.0]十一碳-7-烯（DBU）的存在下，芳基碘化物与芳硫醇的偶联仅需要催化量的CuBr。在这些条件下，反应可以在甲苯回流中进行，从而以优异的收率得到联芳基硫醚。

  DOI：

  10.1016/s0040-4039(99)02269-8

文献信息

• Highly Efficient and Functional-Group-Tolerant Catalysts for the Palladium-Catalyzed Coupling of Aryl Chlorides with Thiols
  作者：Manuel A. Fernández-Rodríguez、Qilong Shen、John F. Hartwig

  DOI：10.1002/chem.200600949

  日期：2006.10.16

  The cross-coupling reaction of aryl chlorides with aliphatic and aromatic thiols catalyzed by palladium complexes of the strongly binding bisphosphine CyPF-tBu ligand (1) is reported. Most of the reactions catalyzed by complexes of ligand 1 occur with turnover numbers that exceed those of previous catalysts by two orders of magnitude. The reactions occur with excellent yields, broad scope and high

  据报道，芳基氯化物与强结合双膦CyPF-tBu配体（1）的钯配合物催化的脂族和芳族硫醇的交叉偶联反应。由配体1的配合物催化的大多数反应发生的周转数比先前催化剂的周转数高两个数量级。反应以优异的收率，广泛的范围和对官能团的高耐受性进行。还描述了在低负载量下衍生自其他Josiphos型配体以及其他结构类型的配体的芳基卤化物与硫醇的偶联。
• Copper-catalyzed formation of carbon-heteroatom and carbon-carbon bonds
  申请人：Buchwald L. Stephen

  公开号：US20050250959A1

  公开（公告）日：2005-11-10

  One aspect of the present invention relates to copper-catalyzed carbon-heteroatom and carbon-carbon bond-forming methods. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-sulfur bond between the sulfur atom of a thiol moiety and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In other embodiments, the present invention relates to copper(II)-catalyzed methods of forming a carbon-nitrogen bond between the nitrogen atom of an amide and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In certain embodiments, the present invention relates to copper-catalyzed methods of forming a carbon-carbon bond between the carbon atom of cyanide ion and the activated carbon of an aryl, heteroaryl, or vinyl halide or sulfonate. In another embodiment, the present invention relates to a copper-catalyzed method of transforming an aryl, heteroaryl, or vinyl chloride or bromide into the corresponding aryl, heteroaryl, or vinyl iodide. Yet another embodiment of the present invention relates to a tandem method, which may be practiced in a single reaction vessel, wherein the first step of the method involves the copper-catalyzed formation of an aryl, heteroaryl, or vinyl iodide from the corresponding aryl, heteroaryl, or vinyl chloride or bromide; and the second step of the method involves the copper-catalyzed formation of an aryl, heteroaryl, or vinyl nitrile, amide or sulfide from the aryl, heteroaryl, or vinyl iodide formed in the first step.

  本发明的一个方面涉及铜催化的碳-杂原子和碳-碳键形成方法。在某些实施例中，本发明涉及铜催化的方法，用于在芳基、杂芳基或乙烯卤代物或磺酸盐的活性碳和巯基官能团的硫原子之间形成碳-硫键。在其他实施例中，本发明涉及铜（II）催化的方法，用于在芳基、杂芳基或乙烯卤代物或磺酸盐的活性碳和酰胺的氮原子之间形成碳-氮键。在某些实施例中，本发明涉及铜催化的方法，用于在氰离子的碳原子和芳基、杂芳基或乙烯卤代物或磺酸盐的活性碳之间形成碳-碳键。在另一实施例中，本发明涉及一种铜催化的方法，将芳基、杂芳基或乙烯氯化物或溴化物转化为相应的芳基、杂芳基或乙烯碘化物。本发明的另一实施例涉及串联方法，可以在单个反应容器中实施，其中该方法的第一步涉及从相应的芳基、杂芳基或乙烯氯化物或溴化物中铜催化形成芳基、杂芳基或乙烯碘化物；该方法的第二步涉及从第一步形成的芳基、杂芳基或乙烯碘化物中铜催化形成芳基、杂芳基或乙烯腈、酰胺或硫化物。
• A General, Efficient, and Inexpensive Catalyst System for the Coupling of Aryl Iodides and Thiols
  作者：Fuk Yee Kwong、Stephen L. Buchwald

  DOI：10.1021/ol0266673

  日期：2002.10.1

  [GRAPHICS]An efficient copper-catalyzed carbon-sulfur bond formation reaction was developed. This method is particularly noteworthy given its experimental simplicity, high generality, and exceptional level of functional group toleration and the low cost of the catalyst system.
• [EN] COPPER-CATALYZED FORMATION OF CARBON-HETEROATOM AND CARBON-CARBON BONDS<br/>[FR] FORMATION DE LIAISONS CARBONE-HETEROATOME ET CARBONE-CARBONE CATALYSEE PAR DU CUIVRE
  申请人：MASSACHUSETTS INST TECHNOLOGY

  公开号：WO2004013094A3

  公开（公告）日：2004-08-26
• COPPER-CATALYZED FORMATION OF CARBON-HETEROATOM AND CARBON-CARBON BONDS
  申请人：MASSACHUSETTS INSTITUTE OF TECHNOLOGY

  公开号：EP1534671A2

  公开（公告）日：2005-06-01