(3',5'-dimethoxybiphenyl-2-yl)methanol | 1065544-17-3

• 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: (3',5'-dimethoxybiphenyl-2-yl)methanol
• 英文别名: [2-(3,5-Dimethoxyphenyl)phenyl]methanol
• CAS: 1065544-17-3
• 化学式: C₁₅H₁₆O₃
• 分子量: 244.29
• InChiKey: MWXGEZUMWJGLGG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  38.7
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  (3',5'-dimethoxybiphenyl-2-yl)methanol 在 sodium azide 、 三氟甲磺酸 、 三溴化磷 作用下， 以 二氯甲烷 、 二甲基亚砜 为溶剂， 反应 22.5h， 生成 7,9-dimethoxyphenanthridine
  参考文献：
  名称：

  A new synthetic approach to 6-unsubstituted phenanthridine and phenanthridine-like compounds under mild and metal-free conditions

  摘要：

  在室温下于无金属条件下，开发了一种用于合成6-未取代菲啶及其类似化合物的新型温和合成方法。该策略涉及二芳基甲基叠氮前体的串联叠氮重排/分子内环化及氧化反应，以高达99%的产率和高区域选择性获得目标产物。

  DOI：

  10.1039/c4ob00797b
• 作为产物：
  描述：

  3,5-二甲氧基苯硼酸 在 甲醇 、 bis-triphenylphosphine-palladium(II) chloride 、 sodium tetrahydroborate 、 sodium carbonate 、 三苯基膦 作用下， 以 乙醇 、 水 为溶剂， 反应 0.5h， 生成 (3',5'-dimethoxybiphenyl-2-yl)methanol
  参考文献：
  名称：

  A new synthetic approach to 6-unsubstituted phenanthridine and phenanthridine-like compounds under mild and metal-free conditions

  摘要：

  在室温下于无金属条件下，开发了一种用于合成6-未取代菲啶及其类似化合物的新型温和合成方法。该策略涉及二芳基甲基叠氮前体的串联叠氮重排/分子内环化及氧化反应，以高达99%的产率和高区域选择性获得目标产物。

  DOI：

  10.1039/c4ob00797b

文献信息

• Diphenylethylene compounds and uses thereof
  申请人：Muller W. George

  公开号：US20050107339A1

  公开（公告）日：2005-05-19

  The present invention relates to Diphenylethylene Compounds and compositions comprising a Diphenylethylene Compound. The present invention also relates to methods for preventing or treating various diseases and disorders by administering to a subject in need thereof one or more Diphenylethylene Compounds. In particular, the invention relates to methods for preventing or treating cancer or an inflammatory disorder by administering to a subject in need thereof one or more Diphenylethylene Compounds. The present invention further relates to articles of manufacture and kits comprising one or more Diphenylethylene Compounds.

  本发明涉及二苯乙烯化合物和包含二苯乙烯化合物的组合物。本发明还涉及通过向需要的受试者施用一种或多种二苯乙烯化合物来预防或治疗各种疾病和紊乱的方法。具体而言，该发明涉及通过向需要的受试者施用一种或多种二苯乙烯化合物来预防或治疗癌症或炎症性紊乱的方法。本发明还涉及包含一种或多种二苯乙烯化合物的制品和工具包。
• Expedient Synthesis of Phenanthrenes via In(III)-Catalyzed 6-<i>Exo</i>-<i>Dig</i> Cycloisomerization
  作者：Yongseok Kwon、Hyunkyung Cho、Sanghee Kim

  DOI：10.1021/ol400073s

  日期：2013.2.15

  first example of In(III)-catalyzed selective 6-exo-dig hydroarylation of o-propargylbiaryls and their subsequent double-bond migration to obtain functionalized phenanthrenes. Electron-rich biaryl substrates undergo hydroarylation more effectively, and the substrates with various types of substituents on the alkyne can also be smoothly and selectively converted to phenanthrenes.

  本文介绍了In（III）催化邻炔丙基联芳基的选择性6- exo - dig加氢芳基化反应及其随后的双键迁移以获得官能化菲的第一个实例。富电子的联芳基底物更有效地进行氢芳基化，并且在炔烃上具有各种取代基的底物也可以平稳且选择性地转化为菲。
• A general and efficient synthesis of substituted fluorenes and heterocycle-fused indenes containing thiophene or indole rings utilizing a Suzuki–Miyaura coupling and acid-catalyzed Friedel–Crafts reactions as key steps
  作者：Guijie Li、Erjuan Wang、Haoyi Chen、Hongfeng Li、Yuanhong Liu、Peng George Wang

  DOI：10.1016/j.tet.2008.07.021

  日期：2008.9

  A general and efficient synthesis of fluorenes or heterocycle-fused indenes including 3-thia-cyclopenta[a]indenes, 9-thia-indeno[1,2-a]indenes, 5,6-dihydroindeno[2,1-b]indoles has been developed. This methodology is realized by a multistep protocol involving first preparation of ortho-formylbiaryls through Suzuki–Miyaura coupling of o-bromobenzaldehydes with arylboronic acids or the coupling of aryl

  芴或杂环稠合的茚基的一般有效合成方法，包括3-噻吩环戊[ a ]茚，9-噻吩[1,2- a ]茚，5,6-二氢茚并[ 2,1- b ]吲哚已经被开发出来。这种方法是由涉及的第一制备多步协议实现邻-formylbiaryls通过铃木-宫浦耦合的ø-溴苯甲醛与芳基硼酸的结合或芳基卤化物与2-甲酰基苯硼酸的偶联，然后进行Brignard加成反应或Lewis酸催化的Friedel-Crafts环化反应，形成所需的芴或茚环。该方法具有许多优点，例如产率高，选择性高，反应条件温和，起始原料容易获得等。
• Pd-catalyzed atom-efficient cross-coupling of triarylbismuth reagents with protecting group-free iodophenylmethanols: Synthesis of biarylmethanols
  作者：Maddali L.N. Rao、Suresh Meka

  DOI：10.1016/j.tetlet.2020.151676

  日期：2020.3

  An atom-efficient procedure for the synthesis of functionalized biarylmethanols via the Pd-catalyzed cross-coupling reactions of differently functionalized iodophenylmethanols and triarylbismuth reagents is described. This protecting group-free direct couplings of 2-, 3- or 4-iodophenylmethanols with triarylbismuth reagents afforded biarylmethanols in good to high yields.

  描述了通过不同功能化的碘代苯基甲醇与三芳基铋试剂的钯催化交叉偶联反应合成功能化联芳基甲醇的原子有效程序。这种2-，3-或4-碘苯基甲醇与三芳基铋试剂的无保护基团的直接偶联以良好或高收率提供了联芳基甲醇。
• Highly Efficient and Versatile Synthesis of Polyarylfluorenes via Pd-Catalyzed C−H Bond Activation
  作者：Seung Jun Hwang、Hyun Jin Kim、Sukbok Chang

  DOI：10.1021/ol901854f

  日期：2009.10.15

  A facile protocol for the Pd-catalyzed preparative synthesis of fluorene derivatives has been developed. While a wide range of fluorenes; were easily obtained with high efficiency and selectivity under mild conditions, excellent functional group tolerance was also demonstrated. On the basis of Hammett and KIE studies, the present reaction is proposed to proceed via a base-assisted deprotonative metalation pathway.