9-oxofluorene-3-carbaldehyde | 92103-63-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 芴
• 英文名称: 9-oxofluorene-3-carbaldehyde
• 英文别名: 9-oxo-9H-fluorene-3-carbaldehyde；3-Formylfluorenon；9-Oxofluorene-3-carbaldehyde
• CAS: 92103-63-4
• 化学式: C₁₄H₈O₂
• 分子量: 208.216
• InChiKey: KTQYUTQLTZDEII-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  16
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3'-bromomethyl-2-iodo-biphenyl 在 双(三环己基膦)钯 silver perchlorate 、 cesium pivalate 作用下， 以 二甲基亚砜 、 N,N-二甲基甲酰胺 为溶剂， 20.0~110.0 ℃ 、101.33 kPa 条件下， 反应 7.0h， 生成 9-oxofluorene-3-carbaldehyde
  参考文献：
  名称：

  Synthesis of Fluoren-9-ones via Palladium-Catalyzed Cyclocarbonylation of o-Halobiaryls

  摘要：

  [GRAPHICS]The synthesis of various substituted fluoren-9-ones has been accomplished by a novel palladium catalyzed cyclocarbonylation of o-halobiaryls. The cyclocarbonylation of 4'-substituted-2-iodobiphenyls produces very high yields of 2-substituted fluoren-9-ones bearing either electron donating or electron-withdrawing substituents. 3'-Substituted 2-iodobiphenyls afford in excellent yields with good regioselectivity 3-substituted fluoren-9-ones. This chemistry has been successfully extended to polycyclic and heterocyclic fluorenones.

  DOI：

  10.1021/ol006585j

文献信息

• Development of a Rhodium(II)-Catalyzed Chemoselective C(sp³)H Oxygenation
  作者：Yun Lin、Lei Zhu、Yu Lan、Yu Rao

  DOI：10.1002/chem.201502140

  日期：2015.10.12

  We report the first example of RhII‐catalyzed chemoselective double C(sp3)H oxygenation, which can directly transform various toluene derivatives into highly valuable aromatic aldehydes with great chemoselectivity and practicality. The critical combination of catalyst Rh(OAc)2, oxidant Selectfluor, and solvents of TFA/TFAA promises the successful delivery of the oxidation with satisfactory yields

  我们报告的Rh的第一例II催化的化学选择性双C（SP 3） ħ氧合作用，它可以直接变换各种甲苯衍生物为高度有价值芳香醛以极大的化学选择性和实用性。催化剂Rh（OAc）2，氧化剂Selectfluor和TFA / TFAA溶剂的关键组合保证了氧化的成功传递，并获得令人满意的收率。提出了一种可能的机制，其中涉及一种独特的卡宾-Rh配合物，并已得到实验和理论计算的支持。
• Cobalt(<scp>ii</scp>)-catalyzed benzylic oxidations with potassium persulfate in TFA/TFAA
  作者：Tianlei Li、Jishun Li、Zihao Zhu、Weidong Pan、Song Wu

  DOI：10.1039/c9ra03346g

  日期：——

  A cobalt-catalyzed C(sp3)–H oxygenation reaction to furnish aldehyde was herein reported. This transformation demonstrated high chemo-selectivity, and tolerated various methylarenes bearing electron-withdrawing substituents. This reaction provided rapid access to diverse aldehydes form methylarenes. Notably, TFA/TFAA was used for the first time as a mixed solvent in cobalt-catalyzed oxygenation of

  本文报道了钴催化的 C(sp 3 )-H 氧化反应以提供醛。这种转化表现出高化学选择性，并耐受各种带有吸电子取代基的甲基芳烃。该反应提供了从甲基芳烃中快速获得各种醛的途径。值得注意的是，TFA/TFAA 首次作为混合溶剂用于钴催化的苄基亚甲基氧化反应。
• Synthesis of Fluoren-9-ones by the Palladium-Catalyzed Cyclocarbonylation of <i>o</i>-Halobiaryls
  作者：Marino A. Campo、Richard C. Larock

  DOI：10.1021/jo020140m

  日期：2002.8.1

  The synthesis of various substituted fluoren-9-ones has been accomplished by the palladium-catalyzed cyclocarbonylation of o-halobiaryls. The cyclocarbonylation of 4'-substituted 2-iodobiphenyls produces very high yields of 2-substituted fluoren-9-ones bearing either electron-donating or electron-withdrawing substituents. 3'-Substituted 2-iodobiphenyls afford 3-substituted fluoren-9-ones in excellent

  各种取代的芴-9-酮的合成已通过邻卤代联芳基的钯催化环羰基化完成。4′-取代的2-碘联苯的环羰基化产生非常高产率的带有给电子或吸电子取代基的2-取代的芴-9-。3'-取代的2-碘联苯以优异的产率和良好的区域选择性提供3-取代的芴-9-一。该化学方法已成功地扩展到多环芴酮和含有稠合异喹啉，吲哚，吡咯，噻吩，苯并噻吩和苯并呋喃环的芴酮。
• [EN] BENZ-1,3-AZOLE DERIVATIVES AND THEIR USES AS HEPARANASE INHIBITORS<br/>[FR] DERIVES DE BENZ-1,3-AZOLE ET LEURS UTILISATIONS EN TANT QU'INHIBITEURS DE L'HEPARANASE
  申请人：INSIGHT STRATEGY AND MARKETING

  公开号：WO2002060374A2

  公开（公告）日：2002-08-08

  The invention provides benz-1,3-azole derivatives, namely benzimidazole, benzoxazole and benzthiazole derivatives as heparanase inhibitors suitable for treatment of diseases and disorders caused by or associated with heparanase catalytic activity such as cancer, inflammatory disorders and autoimmune diseases.