2-chloro-7-methyl-fluoren-9-one | 1064654-32-5

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 2-chloro-7-methyl-fluoren-9-one
• 英文别名: 2-chloro-7-methyl-9H-fluoren-9-one；2-Chloro-7-methylfluoren-9-one；2-chloro-7-methylfluoren-9-one
• CAS: 1064654-32-5
• 化学式: C₁₄H₉ClO
• 分子量: 228.678
• InChiKey: BVJPUVZXJOOLRS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  16
• 可旋转键数：
  0
• 环数：
  3.0
• 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

• 作为产物：
  描述：

  在 盐酸 、 水 作用下， 生成 2-chloro-7-methyl-fluoren-9-one
  参考文献：
  名称：

  钯催化的多重C ？H功能化以芳烃与芳烃醛肟肟生物活性化合物。

  摘要：

  功能性芴酮：芳族醛肟肟醚与钯配合物催化的未活化芳烃反应，生成具有生物活性的荧光9-9（见方案）。该反应涉及多个CH键活化和氧化环化作用。

  DOI：

  10.1002/chem.201102996

文献信息

• Monodentate Transient Directing Group Assisted Pd-Catalyzed Direct Dehydrogenative Cross-Coupling of Benzaldehydes with Arenes toward 9-Fluorenones
  作者：Yi-Feng Wang、Wen-Gang Xu、Bing Sun、Qin-Qin Yu、Tuan-Jie Li、Fang-Lin Zhang

  DOI：10.1021/acs.joc.9b02139

  日期：2019.10.18

  was found to be a highly efficient monodentate transient directing group (MonoTDG) for the palladium-catalyzed direct dehydrogenative cross-coupling of benzaldehydes with arenes. A diverse set of symmetrical and unsymmetrical 9-fluorenones was readily obtained in yields of 32-72% along with excellent regioselectivities and broad functional group compatibility as well as high atom economy under mild

  发现可商购的3，5-双（三氟甲基）苯胺是用于苯甲醛与芳烃的钯催化的直接脱氢交叉偶联的高效单齿瞬态导向基团（MonoTDG）。通过双碳氢键（CH）激活序列，可以容易地以32-72％的产率获得一组多样化的对称和不对称9-芴酮，以及出色的区域选择性和广泛的官能团相容性，以及在温和条件下的高原子经济性。
• Carbon−Hydrogen Bond Functionalization Approach for the Synthesis of Fluorenones and <i>ortho</i>-Arylated Benzonitriles
  作者：Dmitry Shabashov、Jesús R. Molina Maldonado、Olafs Daugulis

  DOI：10.1021/jo801300y

  日期：2008.10.3

  A sequence consisting of palladium-catalyzed benzamide ortho-arylation/reaction with (CF3CO)(2)O was developed allowing a convenient one-pot synthesis of ortho-arylated benzonitriles and fluorenone derivatives. The outcome of this transformation is dependent on the amide N-alkyl substituent. Dehydration of ortho-arylated N-cyclohexyl-benzamides by (CF3CO)(2)O results in efficient production of benzonitriles. In contrast, o-arylated N-propylbenzamides are converted to fluorenone derivatives.
• Pd-Catalyzed Multiple CH Functionalization to Construct Biologically Active Compounds from Aryl Aldoxime Ethers with Arenes
  作者：Vedhagiri S. Thirunavukkarasu、Chien-Hong Cheng

  DOI：10.1002/chem.201102996

  日期：2011.12.23

  Functional fluorenones: Aromatic aldoxime ethers react with unactivated arenes catalyzed by palladium complexes to give biologically active fluoren‐9‐ones (see scheme). Multiple CH bond activation and an oxidative cyclization are involved in the reaction.

  功能性芴酮：芳族醛肟肟醚与钯配合物催化的未活化芳烃反应，生成具有生物活性的荧光9-9（见方案）。该反应涉及多个CH键活化和氧化环化作用。