methyl 2'-methoxy-[1,1'-biphenyl]-4-carboxylate | 89901-00-8

• 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: methyl 2'-methoxy-[1,1'-biphenyl]-4-carboxylate
• 英文别名: methyl 2'-methoxybiphenyl-4-carboxylate；methyl 2’-methoxy-[1,1‘-biphenyl]-4-carboxylate；methyl 4-(2-methoxyphenyl)benzoate
• CAS: 89901-00-8
• 化学式: C₁₅H₁₄O₃
• 分子量: 242.274
• InChiKey: NTOJEXGMVGWPDX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.13
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2'-methoxy-[1,1'-biphenyl]-4-carboxylate 在 lithium hydroxide monohydrate 、 水 作用下， 以 四氢呋喃 为溶剂， 生成 4-联苯-(2-甲氧基)羧酸
  参考文献：
  名称：

  [EN] COMPOUNDS, PHARMACEUTICAL COMPOSITION AND METHODS FOR USE IN TREATING INFLAMMATORY DISEASES
  [FR] COMPOSÉS, COMPOSITION PHARMACEUTIQUE ET MÉTHODES À UTILISER DANS LE TRAITEMENT DE MALADIES INFLAMMATOIRES

  摘要：

  本发明涉及一种化合物，其化学式为(I)，用于治疗和/或预防炎症性疾病。

  公开号：

  WO2015078949A1
• 作为产物：
  描述：

  木榴油 在 potassium phosphate tribasic hydrate 、 C₅₃H₈₀NiO₃P₂S 、 sodium hydride 作用下， 以 四氢呋喃 为溶剂， 反应 1.17h， 生成 methyl 2'-methoxy-[1,1'-biphenyl]-4-carboxylate
  参考文献：
  名称：

  Air-Stable Nickel Precatalysts for Fast and Quantitative Cross-Coupling of Aryl Sulfamates with Aryl Neopentylglycolboronates at Room Temperature

  摘要：

  A library containing 10 air-stable (NiX)-X-II(Aryl)(PCy3)(2) sigma-complexes as precatalysts (X = Cl, Br, OTs, OMs, aryl = 1-naphthyl, 2-naphthyl; X = Cl, 1-acenaphthenyl, 1-(2-methoxynaphthyl), 9-phenanthrenyl, 9-anthracyl) was synthesized and demonstrated to quantitatively cross-couple 2-methoxyphenyl dimethylsulfamate with methyl 4-(5,5-dimethyl-1,3,2-dioxaborinane-2-yl)benzoate at 23 degrees C in dry THF in the presence of K3PO4(H2O)(3.2) in less than 60 min. Lower or higher amounts of H2O in K3PO4 and as received THF mediate the same transformation in a maximum three times longer reaction time.

  DOI：

  10.1021/ol503061c

文献信息

• The Suzuki–Miyaura Coupling of Nitroarenes
  作者：M. Ramu Yadav、Masahiro Nagaoka、Myuto Kashihara、Rong-Lin Zhong、Takanori Miyazaki、Shigeyoshi Sakaki、Yoshiaki Nakao

  DOI：10.1021/jacs.7b03159

  日期：2017.7.19

  Synthesis of biaryls via the Suzuki-Miyaura coupling (SMC) reaction using nitroarenes as an electrophilic coupling partners is described. Mechanistic studies have revealed that the catalytic cycle of this reaction is initiated by the cleavage of the aryl-nitro (Ar-NO2) bond by palladium, which represents an unprecedented elemental reaction.

  描述了通过 Suzuki-Miyaura 偶联 (SMC) 反应使用硝基芳烃作为亲电偶联伙伴合成联芳基化合物。机理研究表明，该反应的催化循环是由钯对芳基-硝基 (Ar-NO2) 键的裂解引发的，这是一种前所未有的元素反应。
• Use of functionalized onium salts as a soluble support for organic synthesis
  申请人：Vaultier Michel

  公开号：US20070043234A1

  公开（公告）日：2007-02-22

  The invention relates to the use of a onium salt functionalized by at least one organic function, as a soluble support, in the presence of at least one organic solvent, for organic synthesis of a molecule, in a homogenous phase, by at least one transformation of said organic function. The onium salt enables the synthesized molecule to be released. The onium salt is present in liquid or solid form at room temperature and corresponds to formula A 1 + , X 1 − , wherein A 1 + represents a cation and X 1 − represents an anion.

  该发明涉及使用至少一个有机功能官能化的离子盐作为可溶性支持体，在至少一个有机溶剂的存在下，用于在均相相中通过至少一个所述有机功能的转化对分子进行有机合成。该离子盐使合成的分子能够被释放。该离子盐在室温下以液态或固态形式存在，符合以下公式A1+，X1−，其中A1+代表阳离子，X1−代表阴离子。
• METHOD FOR PRODUCING AROMATIC COMPOUND
  申请人：TOSOH CORPORATION

  公开号：US20180118646A1

  公开（公告）日：2018-05-03

  In a cross coupling reaction, in a case where a halogen atom is selected as the leaving group of the raw material compound, a harmful halogen waste forms as a by-product after the reaction, and disposal of the waste liquid is complicated and environmental burden is high. In a carbon-hydrogen activation cross coupling reaction which requires no halogen atom as the leaving group, although no halogen waste forms as a by-product, the reaction substrate is considerably restricted, and the reaction remains a limited molecular construction method. A method for producing an aromatic compound, which comprises subjecting an aromatic nitro compound and a boronic acid compound to a cross coupling reaction in the presence of a metal catalyst.

  在交叉偶联反应中，如果选择卤素原子作为原料化合物的离去基团，反应后会形成有害的卤素废物，废液的处理复杂且对环境的负担重。在不需要卤素原子作为离去基团的碳氢活化交叉偶联反应中，虽然不会形成卤素废物作为副产品，但反应底物的选择受到了相当大的限制，使得这种反应仍然是一种有限的分子构建方法。 一种生产芳香化合物的方法，该方法包括在金属催化剂的存在下，将芳香硝基化合物和硼酸化合物进行交叉偶联反应。
• The Suzuki-Miyaura Reaction Performed Using a Palladium-N-Heterocyclic Carbene Catalyst and a Weak Inorganic Base
  作者：Frédéric Izquierdo、Martin Corpet、Steven P. Nolan

  DOI：10.1002/ejoc.201500043

  日期：2015.3

  We gratefully acknowledge the EC for funding through the seventh framework program SYNFLOW, the ERC (Advanced Investigator Award ‘FUNCAT’ to SPN) and the EPSRC. S.P.N. is a Royal Society Wolfson Research Merit Award holder.

  我们非常感谢 EC 通过第七个框架计划 SYNFLOW、ERC（SPN 的高级调查员奖“FUNCAT”）和 EPSRC 提供资金。SPN 是皇家学会沃尔夫森研究优异奖的获得者。
• Versatile Suzuki-Miyaura Coupling Reaction Using Diphenylvinylphosphine Ligands
  作者：Ken Suzuki、Arnaud Fontaine、Yoji Hori、Tohru Kobayashi

  DOI：10.1055/s-2007-992371

  日期：——

  The scope of the utility of diphenylvinylphosphine ligands has been extended to include the Suzuki-Miyaura coupling reaction. A catalyst composed of phosphines and palladium efficiently mediates the reactions of a variety of aryl halides with arylboronic acids to afford the corresponding biphenyls in good to excellent yields.

  二苯基乙烯膦配体的应用范围已扩展到包括铃木-宫浦偶联反应。由膦和钯组成的催化剂能有效促进各种芳基卤化物与芳基硼酸反应，以良好至优异的产率得到相应的联苯。