1-hydroxy-2'-methyl-[1,1'-biphenyl]-4(1H)-one | 110391-79-2

• 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: 1-hydroxy-2'-methyl-[1,1'-biphenyl]-4(1H)-one
• 英文别名: 4-Hydroxy-4-o-tolyl-cyclohexa-2,5-dienone；4-hydroxy-4-(2-methylphenyl)cyclohexa-2,5-dien-1-one
• CAS: 110391-79-2
• 化学式: C₁₃H₁₂O₂
• 分子量: 200.237
• InChiKey: GBVRJQYSOYWIRC-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.88
• 重原子数：
  15.0
• 可旋转键数：
  1.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  37.3
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-hydroxy-2'-methyl-[1,1'-biphenyl]-4(1H)-one 在 铜 、 溶剂黄146 、 锌 作用下， 以 四氢呋喃 为溶剂， 反应 6.0h， 以66%的产率得到2'-甲基-4-联苯醇
  参考文献：
  名称：

  Structural and solvent/electrolyte effects on the selectivity and efficiency of the anodic oxidation of para-substituted aromatic ethers. An efficient route to quinol ether ketals and quinol ethers

  摘要：

  DOI：

  10.1021/jo00231a022
• 作为产物：
  描述：

  在 溶剂黄146 作用下， 以 丙酮 为溶剂， 反应 2.0h， 生成 1-hydroxy-2'-methyl-[1,1'-biphenyl]-4(1H)-one
  参考文献：
  名称：

  Structural and solvent/electrolyte effects on the selectivity and efficiency of the anodic oxidation of para-substituted aromatic ethers. An efficient route to quinol ether ketals and quinol ethers

  摘要：

  DOI：

  10.1021/jo00231a022

文献信息

• Solvent-switchable regioselective 1,2- or 1,6-addition of quinones with boronic acids
  作者：Qi Xia、Yaxuan Zhou、Xiaoning Yang、Yanqiu Zhang、Jiayi Wang、Gonghua Song

  DOI：10.1039/d3cc01968c

  日期：——

  An efficient copper-catalyzed solvent-switchable regioselective 1,2- or 1,6-addition of quinones with boronic acids has been developed. This novel catalytic protocol for the synthesis of various quinols and 4-phenoxyphenols was enabled by a simple solvent swap between H2O and MeOH. It features mild reaction conditions, simple and easy operation, broad substrate scope and excellent regioselectivity

  已经开发出一种有效的铜催化溶剂可转换的醌与硼酸的区域选择性 1,2-或 1,6-加成反应。这种用于合成各种对苯二酚和 4-苯氧基苯酚的新颖催化方案是通过 H 2 O 和 MeOH 之间的简单溶剂交换实现的。其具有反应条件温和、操作简单易行、底物范围广、区域选择性优良等特点。还成功地研究了克级反应以及两种加成产物的进一步转化。
• Phosphine-Catalyzed Dual Umpolung Domino Michael Reaction: Facile Synthesis of Hydroindole- and Hydrobenzofuran-2-Carboxylates
  作者：Kenta Kishi、Shinobu Takizawa、Hiroaki Sasai

  DOI：10.1021/acscatal.8b01011

  日期：2018.6.1

  A highly atom-economical, chemoselective, and stereoselective Lewis base (LB)-catalyzed dual umpolung domino Michael reaction between cyclohexadienones and alkynyl esters has been developed. PPh3, as a LB catalyst, afforded either the hydroindole-2-carboxylates or hydrobenzofuran-2-carboxylates 3 as a single diastereomer in high yields (up to 89%). An obtained product could be easily transformed to a (S*,S*,R*)-octahydroindole-2-carboxylic acid ((S*,S*,R*)-Oic) analogue.
• CAPPARELLI, MICHAEL P.;DESCHEPPER, RICHARD E.;SWENTON, JOHN S., J. ORG. CHEM., 52,(1987) N 22, 4953-4961
  作者：CAPPARELLI, MICHAEL P.、DESCHEPPER, RICHARD E.、SWENTON, JOHN S.

  DOI：——

  日期：——