methyl 4'-(tert-butyl)-[1,1'-biphenyl]-3-carboxylate | 81770-20-9

• 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 4'-(tert-butyl)-[1,1'-biphenyl]-3-carboxylate
• 英文别名: methyl 4'-tert-butyl-biphenyl-3-carboxylate；Methyl 4a(2)-(1,1-dimethylethyl)[1,1a(2)-biphenyl]-3-carboxylate；methyl 3-(4-tert-butylphenyl)benzoate
• CAS: 81770-20-9
• 化学式: C₁₈H₂₀O₂
• 分子量: 268.356
• InChiKey: KSGRRFNMMAZLSZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.28
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-叔丁基苯硼酸 在 palladium diacetate 、 氨 、 cesium fluoride 作用下， 以 水 为溶剂， 反应 22.0h， 生成 methyl 4'-(tert-butyl)-[1,1'-biphenyl]-3-carboxylate
  参考文献：
  名称：

  Exploration of Ionic Liquids as Soluble Supports for Organic Synthesis. Demonstration with a Suzuki Coupling Reaction

  摘要：

  [GRAPHICS]The efficiency of ionic liquid supported synthesis was demonstrated by the Suzuki reaction of ionic liquid supported iodobenzoate compounds with arylboronic acids in aqueous media to give, after cleavage with ammonia/methanol, biaryl products in good yields and high purities, without the need for chromatographic purification.

  DOI：

  10.1021/ol035977y

文献信息

• Visible‐Light‐Induced [4+2] Annulation of Thiophenes and Alkynes to Construct Benzene Rings
  作者：Chunlan Song、Xin Dong、Zhongjie Wang、Kun Liu、Chien‐Wei Chiang、Aiwen Lei

  DOI：10.1002/anie.201905971

  日期：2019.8.26

  The [4+2] annulation represents an elegant and versatile synthetic protocol for the construction of benzene rings. Herein, a strategy for visible-light induced [4+2] annulation of thiophenes and alkynes, to afford benzene rings, is presented. Under simple and mild reaction conditions, the ready availability and structural diversity of thiophenes and alkynes permit the facile synthesis of several substituted

  [4 + 2]环空表示用于苯环构建的优雅且通用的合成方案。在本文中，提出了一种策略，用于可见光诱导的噻吩和炔烃的[4 + 2]环化，以提供苯环。在简单温和的反应条件下，噻吩和炔烃的易得性和结构多样性允许轻松合成数个取代的芳环。有价值的药物和氨基酸也被很好地耐受。此外，DFT计算解释了该反应的高区域选择性。
• Parallel Synthesis and Purification Using Anthracene-Tagged Substrates
  作者：Xiang Wang、John J. Parlow、John A. Porco

  DOI：10.1021/ol0065625

  日期：2000.11.1

  [reaction: see text] A new strategy for the synthesis and purification of synthetic intermediates is described using anthracene-tagged ester substrates in conjunction with an N-benzylmaleimide resin. Anthracene chemical tags permit use of standard solution-phase reaction conditions and reaction-monitoring techniques.

  [反应：见正文]描述了一种使用蒽标记的酯底物与N-苄基马来酰亚胺树脂结合来合成和纯化合成中间体的新策略。蒽化学标签允许使用标准溶液相反应条件和反应监测技术。
• Efficient Catalyst for the Suzuki−Miyaura Coupling of Potassium Aryl Trifluoroborates with Aryl Chlorides
  作者：Timothy E. Barder、Stephen L. Buchwald

  DOI：10.1021/ol0491686

  日期：2004.8.1

  Palladium-catalyzed Suzuki-Miyaura cross-coupling reactions of aryl- and heteroaryl chlorides with potassium aryl- and heteroaryltrifluoroborates have been accomplished with the supporting ligand S-Phos in good to excellent yield. Hindered biaryls and substrates containing a variety of functional groups can be prepared. Suzuki-Miyaura couplings of a 3-pyridyl boron-based nucleophile with aryl- and

  芳基氯和杂芳基氯化物与芳基三氟硼酸钾和杂芳基三氟硼酸钾的钯催化Suzuki-Miyaura交叉偶联反应已经很好地实现了配体S-Phos。可以制备受阻的联芳基和含有多种官能团的底物。基于3-吡啶基硼的亲核试剂与芳基氯化物和杂芳基氯化物的Suzuki-Miyaura偶联以良好或非常好的收率进行。[反应：看文字]
• Carbanions. 21. Reactions of 2- and 3-p-biphenylylalkyl chlorides with alkali metals. Preparation of labile spiro anions
  作者：Erling Grovenstein、Pang Chia Lu

  DOI：10.1021/jo00136a025

  日期：1982.7