1,4-Dimethyl-2,3-diphenyl-fluoren-9-one | 76331-42-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 1,4-Dimethyl-2,3-diphenyl-fluoren-9-one
• 英文别名: 1,4-Dimethyl-2,3-diphenylfluoren-9-one
• CAS: 76331-42-5
• 化学式: C₂₇H₂₀O
• 分子量: 360.455
• InChiKey: QXLXOUSLLJQNPK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1,4-Dimethyl-2,3-diphenyl-fluoren-9-one 在 氢碘酸 、 苯酚 作用下， 生成 1,4-dimethyl-2,3-diphenyl-fluorene
  参考文献：
  名称：

  Bandyopadhyay, T. K.; Bhattacharya, A. J., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 6, p. 439 - 442

  摘要：

  DOI：
• 作为产物：
  描述：

  Ethyl 2,5-dimethyl-3,4,6-triphenylbenzoate 在 PPA 作用下， 反应 48.0h， 以96%的产率得到1,4-Dimethyl-2,3-diphenyl-fluoren-9-one
  参考文献：
  名称：

  Facile Multistep Synthesis of Isotruxene and Isotruxenone

  摘要：

  Three multistep approaches toward facile syntheses of isotruxene (1) and isotruxenone (3) are reported. The ortho-para conjugated backbone in the precursor 4 was constructed by either Co-catalyzed [2 + 2 + 2] cyclotrimerization or the [4 + 2] Diels-Alder reactions. The regioselectivity of the triple intramolecular Friedel-Crafts acylation of 4 plays the key role in determining the overall yield. Compared to the previous one-step method, the current approaches are more efficient in terms of product yield (27-36% vs 4-18%) and purification (i.e., free of column chromatography).

  DOI：

  10.1021/jo900299q

文献信息

• BANDYOPADHYAY T. K.; BHATTACHARYA A. J., INDIAN J. CHEM., 1980, B19, NO 6, 439-442
  作者：BANDYOPADHYAY T. K.、 BHATTACHARYA A. J.

  DOI：——

  日期：——
• Bandyopadhyay, T. K.; Bhattacharya, A. J., Indian Journal of Chemistry - Section B Organic and Medicinal Chemistry, 1980, vol. 19, # 6, p. 439 - 442
  作者：Bandyopadhyay, T. K.、Bhattacharya, A. J.

  DOI：——

  日期：——
• Facile Multistep Synthesis of Isotruxene and Isotruxenone
  作者：Jye-Shane Yang、Hsin-Hau Huang、Shih-Hsun Lin

  DOI：10.1021/jo900299q

  日期：2009.5.15

  Three multistep approaches toward facile syntheses of isotruxene (1) and isotruxenone (3) are reported. The ortho-para conjugated backbone in the precursor 4 was constructed by either Co-catalyzed [2 + 2 + 2] cyclotrimerization or the [4 + 2] Diels-Alder reactions. The regioselectivity of the triple intramolecular Friedel-Crafts acylation of 4 plays the key role in determining the overall yield. Compared to the previous one-step method, the current approaches are more efficient in terms of product yield (27-36% vs 4-18%) and purification (i.e., free of column chromatography).