5-methoxy-[1,1'-biphenyl]-2,2'-diol

• 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: 5-methoxy-[1,1'-biphenyl]-2,2'-diol
• 英文别名: 2-(2-Hydroxyphenyl)-4-methoxyphenol
• 化学式: C₁₃H₁₂O₃
• 分子量: 216.236
• InChiKey: BIXPNXRXVNKFJX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  5-methoxy-[1,1'-biphenyl]-2,2'-diol 在 ammonium hydroxide 、 10 wt% Pd(OH)2 on carbon 、 sodium formate 、 三氟乙酸 作用下， 以 间二甲苯 为溶剂， 反应 24.0h， 以90%的产率得到咔唑
  参考文献：
  名称：

  通过双C（Ar）-OH键裂解合成具有2,2'-联苯酚和氨的咔唑的脱芳香化-再芳香化策略。

  摘要：

  咔唑是各种药物，农用化学品，天然产物和材料中必不可少的组成部分。为了将来的可持续性，非常需要直接从可再生资源或廉价原料中合成咔唑衍生物。酚类化合物是木质素的一类降解产物。另一方面，氨是一种非常便宜的工业无机化学品。在这里，已经开发了一种有效的脱芳香化-再芳香化策略，可以通过双C（Ar）-OH键裂解直接将2,2'-双酚与氨进行交叉偶联。该策略为从酚类合成有价值的咔唑衍生物提供了更绿色的途径。

  DOI：

  10.1021/acs.jafc.0c00644
• 作为产物：
  描述：

  6,6-diisopropyl-2-methoxydibenzo[d,f][1,3,2]dioxasilepine 在 四丁基氟化铵 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 5-methoxy-[1,1'-biphenyl]-2,2'-diol
  参考文献：
  名称：

  Synthesis of Unsymmetrical o-Biphenols and o-Binaphthols via Silicon-Tethered Pd-Catalyzed C−H Arylation

  摘要：

  A mild, practical, and efficient method for the synthesis of unsymmetrical o-biphenols (including o-phenol-naphthols and o-binaphthols) has been developed. Unsymmetrical bis-aryloxy silanes, which were readily prepared in a semi-one-pot fashion, underwent the Pd-catalyzed intramolecular arylation followed by a routine TBAF desilylation step to furnish valuable unsymmetrical biphenols without necessity of isolation of seven-membered intermediates. The excellent functional group tolerance allows for synthesis of a variety of functionalized o-biphenols and o-binaphthols from easily available staring materials.

  DOI：

  10.1021/ol100924n

文献信息

• Synthesis of 2,2′-biphenols through direct C(sp²)–H hydroxylation of [1,1′-biphenyl]-2-ols
  作者：Shitao Duan、Yuanshuang Xu、Xinying Zhang、Xuesen Fan

  DOI：10.1039/c6cc04756d

  日期：——

  A novel synthesis of diversely substituted 2,2′-biphenols through Pd(ii)-catalyzed,^tBuOOH-oxidized, and hydroxyl-directed C(sp²)–H hydroxylation of [1,1′-biphenyl]-2-ols has been developed.

  通过Pd（II）催化，tBuOOH氧化和羟基引导的[1,1′-联苯基]-2-醇的C(sp2)–H羟基化反应，已经开发出了一种新的合成方法，可以合成各种取代的2,2′-联苯酚。
• RESIST PATTERN-FORMING METHOD
  申请人：JSR CORPORATION

  公开号：US20170075224A1

  公开（公告）日：2017-03-16

  A resist pattern-forming method comprises applying a chemically amplified resist material on a substrate to form a resist film on the substrate. The resist film is patternwise exposed to a radioactive ray having a wavelength of no greater than 250 nm. The resist film patternwise exposed is floodwise exposed to a radioactive ray having a wavelength of greater than 250 nm. The resist film floodwise exposed is baked and developed with a developer solution comprising an organic solvent. The chemically amplified resist material comprises a component that is capable of generating a radiation-sensitive sensitizer and an acid upon an exposure. The component comprises: a radiation-sensitive sensitizer generating agent, and at least one of a radiation-sensitive acid-and-sensitizer generating agent and a radiation-sensitive acid generating agent. The radiation-sensitive sensitizer generating agent comprises a compound represented by formula (B).
• US5508361A
  申请人：——

  公开号：US5508361A

  公开（公告）日：1996-04-16
• US9939729B2
  申请人：——

  公开号：US9939729B2

  公开（公告）日：2018-04-10
• Dearomatization–Rearomatization Strategy for Synthesizing Carbazoles with 2,2′-Biphenols and Ammonia by Dual C(Ar)–OH Bond Cleavages
  作者：Dawei Cao、Jing Yu、Huiying Zeng、Chao-Jun Li

  DOI：10.1021/acs.jafc.0c00644

  日期：2020.11.18

  block in various pharmaceuticals, agrochemicals, natural products, and materials. For future sustainability, it is highly desirable to synthesize carbazole derivatives directly from renewable resources or cheap raw materials. Phenolic compounds are a class of degradation products of lignin. On the other hand, ammonia is a very cheap industrial inorganic chemical. Herein, an efficient dearomatization–rearomatization

  咔唑是各种药物，农用化学品，天然产物和材料中必不可少的组成部分。为了将来的可持续性，非常需要直接从可再生资源或廉价原料中合成咔唑衍生物。酚类化合物是木质素的一类降解产物。另一方面，氨是一种非常便宜的工业无机化学品。在这里，已经开发了一种有效的脱芳香化-再芳香化策略，可以通过双C（Ar）-OH键裂解直接将2,2'-双酚与氨进行交叉偶联。该策略为从酚类合成有价值的咔唑衍生物提供了更绿色的途径。