2,3-Dimethylphenyl-p-toluolsulfonat | 2778-58-7

• 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: 2,3-Dimethylphenyl-p-toluolsulfonat
• 英文别名: 2,3-Xylenyl-tosylat；2,3-Dimethylphenyl 4-methylbenzene-1-sulfonate；(2,3-dimethylphenyl) 4-methylbenzenesulfonate
• CAS: 2778-58-7
• 化学式: C₁₅H₁₆O₃S
• 分子量: 276.356
• InChiKey: FNGOYZKCMRJOHA-UHFFFAOYSA-N

物化性质

• 熔点：
  56 °C
• 沸点：
  422.4±45.0 °C(Predicted)
• 密度：
  1.191±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  51.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,3-Dimethylphenyl-p-toluolsulfonat 在 sodium tetrahydroborate 、 bis(triphenylphosphine)nickel(II) chloride 、 三环己基膦 作用下， 以 四氢呋喃 为溶剂， 反应 14.0h， 以95%的产率得到邻二甲苯
  参考文献：
  名称：

  Room temperature Ni-catalyzed reduction of aryl tosylates by borane hydrides

  摘要：

  Mild Ni-catalyzed homogeneous reductions of aryl tosylates are described for the first time. The catalytic system Ni(PPh3)(2)Cl-2 and PCy3 is shown to be general for hydrogenolysis of a wide range of tosylates, including hindered, deactivated, heterocyclic, and bifunctional examples. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2006.08.085

文献信息

• 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。
• 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。
• Rhodium/N-Heterocyclic Carbene-Catalyzed Cross-Couplings of Aryl Arenesulfonates with Arylboronic Acids
  作者：Liang Zhang、Jie Wu

  DOI：10.1002/adsc.200800414

  日期：2008.10.6

  The combination of rhodium(I) and N-hetercyclic carbenes (NHC) was found to be effective as a catalyst for cross-coupling reactions of aryl arenesulfonates with arylboronic acids, which gave rise to the desired biaryl compounds in good yields.

  发现铑（I）和N-杂环卡宾（NHC）的组合有效用作芳基芳磺酸酯与芳基硼酸的交叉偶联反应的催化剂，其以良好的产率产生了所需的联芳基化合物。
• REACTION CATALYST FOR CROSS-COUPLING AND METHOD FOR MANUFACTURING AROMATIC COMPOUND
  申请人：HOKKO CHEMICAL INDUSTRY CO., LTD.

  公开号：US20150360214A1

  公开（公告）日：2015-12-17

  The object of the present invention is to provide a new organic phosphorus ligand that can efficiently promote cross-coupling reaction to obtain the target substance at high yield, as well as a method of manufacturing such ligand whose steric characteristics and electronic characteristics can be fine-tuned and which can be used to cause cross-coupling reaction at high yield. As a means for achieving the aforementioned object, a phosphine compound expressed by General Formula (1) below is provided. (In the formula, R 1 and R 2 are each independently a secondary alkyl group, tertiary alkyl group, or cycloalkyl group, while R 3 and R 4 are each independently a hydrogen, aliphatic group, heteroaliphatic group, aromatic group, alicyclic group, or heterocyclic group. Note that R 3 and R 4 have no phosphorus atom and that R 3 and R 4 are not both hydrogen at the same time).

  本发明的目的是提供一种新的有机磷配体，可以高效地促进交叉偶联反应，以高产率获得目标物质，以及一种制造此类配体的方法，其立体特性和电子特性可以微调，并且可以用于高产率地引起交叉偶联反应。为了实现上述目的，提供了以下通式（1）所表示的膦化合物。（在公式中，R1和R2分别独立地为二级烷基、三级烷基或环烷基，而R3和R4分别独立地为氢、脂肪基、杂原子脂肪基、芳香族、脂环族或杂环族。请注意，R3和R4不具有磷原子，并且R3和R4不同时为氢）。
• Intermediate and Process of Preparation of Ecteinascidin Such as Ecteinascidines-583,597 Using Such Intermediate
  申请人：Zhu Jieping

  公开号：US20090171080A1

  公开（公告）日：2009-07-02

  The present invention concerns an intermediate of the following formula (I) in which R 1 and R 2 represent independently of each other a C 1 -C 12 alkyl group, a (C 1 -C 12 alkoxy)carbonyl group, optionally substituted by one, two or three halogen atom, a (C 2 -C 12 alkenyloxy)carbonyl group, an acyl group, a aryl(C 1 -C 12 )alkyl group, an arylalkoxy carbonyl group, a (C 1 -C 12 alkyl)sulfonyl group or an arylsulfonyl group, R 3 represents a O-protecting group, R 4 and R 5 represent independently of each other a hydrogen atom or a O-protecting group, R 6 represent a O-protecting group and R 7 represent a C 1 -C 12 alkyl group or —OR 6 and —OR 7 form together a group —OCH 2 O—. The present invention concerns also a process of preparation of the intermediate and its use for the preparation of Ecteinascidin 743 and Ecteinascidin-770.

  本发明涉及以下式（I）的中间体，其中R1和R2独立地表示C1-C12烷基，（C1-C12烷氧）羰基基团，可选地被一、二或三个卤素原子取代的（C2-C12烯氧）羰基基团，酰基基团，芳基（C1-C12）烷基基团，芳基氧羰基基团，（C1-C12烷基）磺酰基或芳基磺酰基，R3表示O-保护基团，R4和R5独立地表示氢原子或O-保护基团，R6表示O-保护基团，R7表示C1-C12烷基或-OR6和-OR7共同形成- OCH2O-基团。本发明还涉及制备该中间体的方法及其用于制备Ecteinascidin 743和Ecteinascidin-770的用途。