2-thienyl p-toluenesulfonate

• 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: 2-thienyl p-toluenesulfonate
• 英文别名: Thiophen-2-yl 4-methylbenzenesulfonate
• 化学式: C₁₁H₁₀O₃S₂
• 分子量: 254.331
• InChiKey: QRNSKTJWPUQIJI-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  80
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  2-thienyl p-toluenesulfonate 、 亚磷酸二异丙酯 在 bis(1,5-cyclooctadiene)nickel (0) 、 2-(di-tert-butylphosphaneyl)-4-methoxy-N,N-dimethylaniline 、 N,N-二异丙基乙胺 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以78%的产率得到2-(diisopropoxyphosphinyl)thiophene
  参考文献：
  名称：

  Nickel-Catalyzed Phosphorylation of Tosylates

  摘要：

  Four new bidentate phosphine ligands have been synthesized, characterized and evaluated in Ni-catalyzed C-P coupling reaction. The readily available and inexpensive highly active sulfonate Ni(cod)(2)-L8catalyzes the reaction leading to the desired aryl phosphonates accumulated with moderate to excellent yields. This method is characterized by good functional groups tolerance, wide substrate scope, and easy scaling up.

  DOI：

  10.1134/s1070363220040258
• 作为产物：
  描述：

  2-thienylphenyliodonium tosylate 在 cesium fluoride 作用下， 生成 2-thienyl p-toluenesulfonate 、 氟苯 、 碘苯 、 对甲苯亚磺酸苯酯
  参考文献：
  名称：

  Fluoridation of 2-thienyliodonium salts

  摘要：

  DOI：

  10.1002/jlcr.1189

文献信息

• Nickel-catalyzed C–P cross-coupling of (het)aryl tosylates with secondary phosphine oxides
  作者：Xiao-Yun He

  DOI：10.1177/1747519821994533

  日期：2021.7

  A novel and convenient approach to the synthesis of various tertiary phosphine oxides via nickel-catalyzed cross-coupling of (het)aromatic tosylates with secondary phosphine oxides is developed. The reaction employs cheap nickel as the catalyst, 1-(2-(di-tert-butylphosphanyl)phenyl)-4-methoxypiperidine (L3) as the ligand, and pyridine as the base. This reaction produces the corresponding (het)aromatic

  通过一种镍催化的（杂）芳族甲苯磺酸酯与仲膦氧化物的交叉偶联反应，开发了一种新颖，方便的合成各种叔膦氧化物的方法。该反应使用廉价的镍作为催化剂，使用1-（2-（二叔丁基膦酰基）苯基）-4-甲氧基哌啶（L3）作为配体，并使用吡啶作为碱。该反应以高至高产率产生相应的（杂）芳族磷化合物。而且，在该方法中报道了四种新的叔膦氧化物。
• PROCESS FOR PRODUCING AROMATIC AMINES
  申请人：TAKASAGO INTERNATIONAL CORPORATION

  公开号：US20020035295A1

  公开（公告）日：2002-03-21

  The present invention provides an activator in arylamination using a palladium compound as a catalyst, which is superior to conventional phosphines in stability and performance. With the phosphine sulfide as an activator, an arylamination reaction achieves improved selectivity to produce a desired aromatic amine in an obviously increased yield as compared with a reaction using the corresponding phosphine compound. Moreover, the phosphine sulfide of the invention is impervious to oxidation and exists stably in air and therefore sufficiently withstands use on an industrial scale.

  本发明提供了一种在芳基化反应中使用钯化合物作为催化剂的活化剂，其在稳定性和性能方面优于传统的膦化合物。通过使用膦硫化物作为活化剂，芳基化反应实现了改善的选择性，以明显增加的产量生产所需的芳香胺，与使用相应的膦化合物的反应相比。此外，本发明的膦硫化物不受氧化影响，在空气中存在稳定，因此足以在工业规模上使用。
• Organozinc-mediated direct cross-coupling under microwave irradiation
  作者：Chun-Jing Li

  DOI：10.1177/17475198211026479

  日期：2021.9

  direct cross-coupling reaction between (het)aryl pivalates/tosylates and di(het)arylzinc species in 2-methyltetrahydrofuran/N-methyl pyrrolidone (1:1), which occurs via C–O bond cleavage under microwave irradiation. The reaction takes place smoothly in short reaction times without the addition of any catalyst or ligand. The reaction is suitable for a broad scope of substrates and exhibits good functional

  我们报告了（杂）芳基新戊酸酯/甲苯磺酸酯和二（杂）芳基锌物质在 2-甲基四氢呋喃/ N-甲基吡咯烷酮 (1:1) 中的直接交叉偶联反应，该反应通过微波辐射下的 C-O 键裂解发生。该反应在很短的反应时间内顺利进行，无需添加任何催化剂或配体。该反应适用于广泛的底物，表现出良好的官能团兼容性，使用简单的后处理程序，并得到高纯度的所需产物。
• 2,2 (Diarlyl) Vinylphosphine compound, palladium catalyst thereof, and process for producing arylamine, diaryl, or arylalkyne with the catalyst
  申请人：——

  公开号：US20020058837A1

  公开（公告）日：2002-05-16

  A novel 2,2-(diaryl)vinylphosphine compound represented by the following general formula (1): 1 (wherein R 1 is a hydrogen atom, an alkyl group having 1 to 6 carbon atoms, an alicyclic group having 5 to 7 carbon atoms, etc.; R 2 , R 3 , R 4 , R 5 , R 6 , and R 7 may be the same or different and each is an alkyl group having 1 to 6 carbon atoms, an alicyclic group having 5 to 7 carbon atoms, etc., provided that R 4 and R 5 taken together and/or R 6 and R 7 taken together may represent a fused benzene ring, a substituted fused benzene ring, a trimethylene group, etc.; and p, q, r, and s each is 0 to 5, provided that p+q and r+s each is in the range of from 0 to 5); a palladium-phosphine catalyst obtained by causing a palladium compound to act on the novel 2,2-(diaryl)vinylphosphine compound; and a process for obtaining an arylamine, a diaryl and an arylalkyne in the presence of the palladium-phosphine catalyst.

  一种由以下通用公式（1）表示的新型2,2-(二芳基)乙烯膦化合物：其中R1是氢原子、具有1至6个碳原子的烷基基团、具有5至7个碳原子的脂环基团等；R2、R3、R4、R5、R6和R7可能相同或不同，每个是具有1至6个碳原子的烷基基团、具有5至7个碳原子的脂环基团等，但要求R4和R5一起和/或R6和R7一起可能代表融合苯环、取代融合苯环、三亚甲基基团等；p、q、r和s每个为0至5，但要求p+q和r+s分别在0至5的范围内；通过使钯化合物作用于新型2,2-(二芳基)乙烯膦化合物而获得的钯-膦催化剂；以及在钯-膦催化剂存在下获得芳胺、二芳基和芳基炔的方法。
• Synthesis of Diarylmethanes via Pd-Catalyzed Coupling of Aryltosylates with Benzyltitanium Reagents
  作者：He Zhang

  DOI：10.1134/s1070363222070246

  日期：2022.7

  Abstract Two new bidentate phosphate ligands have been synthesized by Pd-catalyzed coupling reactions, characterized and evaluated. An efficient and simple Pd-catalyzed synthetic method for diarylmethane derivatives in good to high yields and two new diarylmethanes is reported for the first time. It provides a wide range of substrates and exhibits good functional group tolerance. This method has been

  摘要 通过 Pd 催化的偶联反应合成了两种新的双齿磷酸盐配体，并对其进行了表征和评估。首次报道了一种高效且简单的 Pd 催化合成二芳基甲烷衍生物的方法，该方法具有良好至高收率和两种新的二芳基甲烷。它提供了广泛的底物，并表现出良好的官能团耐受性。该方法已用于 Beclobrate 药物的合成，有望在药物合成及相关领域找到各种应用。