6-methyl-2,4-diphenyl-2H-chromen-2-ol

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 6-methyl-2,4-diphenyl-2H-chromen-2-ol
• 英文别名: 6-Methyl-2,4-diphenylchromen-2-ol
• 化学式: C₂₂H₁₈O₂
• 分子量: 314.384
• InChiKey: XOKQFZUBHBAXSN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  29.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-methyl-2,4-diphenyl-2H-chromen-2-ol 在 (11bS)-4-羟基-2,6-二[2,4,6-三(异丙基)苯基]-二萘并[2,1-d:1',2'-f][1,3,2]二氧杂磷杂卓4-氧化物 、 diallyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate 作用下， 以 甲苯 为溶剂， 反应 1.0h， 以58%的产率得到
  参考文献：
  名称：

  手性阴离子催化1-苄基吡啶离子对映体选择性1,4-还原的反应中间体

  摘要：

  阴离子！以Hantzsch酯为还原剂，完成了手性磷酸对1-苯并吡啶离子对映体1,4-还原的新型手性阴离子催化。建立的对映选择性还原包括两步连续转化，其中涉及从消旋的2 H - chromen -2-ol衍生物中羟基的立体烧蚀损失，生成非手性的1-benzopyrylium离子作为反应性关键中间体。

  DOI：

  10.1002/chem.201302486
• 作为产物：
  描述：

  对甲酚 、 反式-查耳酮 在 三氟乙酸 作用下， 反应 72.0h， 以55%的产率得到6-methyl-2,4-diphenyl-2H-chromen-2-ol
  参考文献：
  名称：

  TFA-Mediated Tandem Friedel−Crafts Alkylation/Cyclization/Hydrogen Transfer Process for the Synthesis of Flavylium Compounds

  摘要：

  [Graphics]The tandem reaction of phenols and chalcones in refluxing TFA gave the flavylium species of 2-hydroxy-2-phenyl-2H-chromenes in moderate to good isolated yields. The reaction was proposed to involve a tandem transformation of Friedel-Crafts alkylation, dehydrative cyclization, intermolecular hydrogen transfer, and hydration. As a multifunctional catalyst, TFA mediated the processes efficiently and cleanly.

  DOI：

  10.1021/jo7015604

文献信息

• Chiral Anion Catalysis in the Enantioselective 1,4-Reduction of the 1-Benzopyrylium Ion as a Reactive Intermediate
  作者：Masahiro Terada、Takuto Yamanaka、Yasunori Toda

  DOI：10.1002/chem.201302486

  日期：2013.10.4

  Anionic! Novel chiral anion catalysis of the enantioselective 1,4‐reduction of the 1‐benzopyrylium ion by a chiral phosphoric acid was accomplished with a Hantzsch ester as the reducing agent. The enantioselective reduction established is composed of a two‐step consecutive transformation involving stereoablative loss of the hydroxy group from racemic 2H‐chromen‐2‐ol derivatives to generate the achiral

  阴离子！以Hantzsch酯为还原剂，完成了手性磷酸对1-苯并吡啶离子对映体1,4-还原的新型手性阴离子催化。建立的对映选择性还原包括两步连续转化，其中涉及从消旋的2 H - chromen -2-ol衍生物中羟基的立体烧蚀损失，生成非手性的1-benzopyrylium离子作为反应性关键中间体。
• TFA-Mediated Tandem Friedel−Crafts Alkylation/Cyclization/Hydrogen Transfer Process for the Synthesis of Flavylium Compounds
  作者：Yan-Chao Wu、Li Liu、Yu-Liang Liu、Dong Wang、Yong-Jun Chen

  DOI：10.1021/jo7015604

  日期：2007.11.1

  [Graphics]The tandem reaction of phenols and chalcones in refluxing TFA gave the flavylium species of 2-hydroxy-2-phenyl-2H-chromenes in moderate to good isolated yields. The reaction was proposed to involve a tandem transformation of Friedel-Crafts alkylation, dehydrative cyclization, intermolecular hydrogen transfer, and hydration. As a multifunctional catalyst, TFA mediated the processes efficiently and cleanly.