1-(benzyloxy)-4-(cyclopropylmethyl)benzene

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 1-(benzyloxy)-4-(cyclopropylmethyl)benzene
• 英文别名: 1-(cyclopropylmethyl)-4-phenylmethoxybenzene
• 化学式: C₁₇H₁₈O
• 分子量: 238.329
• InChiKey: ANPJWOCHLYWWSR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.2
• 重原子数：
  18
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-氯-4'-氟苯丁酮 在 氢氧化钾 、 盐酸肼 、 四丁基溴化铵 、 sodium hydride 、 二乙二醇 作用下， 以 四氢呋喃 为溶剂， 反应 22.0h， 生成 1-(benzyloxy)-4-(cyclopropylmethyl)benzene
  参考文献：
  名称：

  An efficient synthesis of aryloxyphenyl cyclopropyl methanones: a new class of anti-mycobacterial agents

  摘要：

  An efficient, high yield and one-pot synthesis of phenyl cyclopropyl methanones by reaction of different aryl alcohols with 4'-fluoro-4-chloro-butyrophenone in THF/DMF in the presence of NaH/TBAB is reported. Most of the methanones were further reduced to respective alcohols or methylenes. All the compounds were evaluated for their anti-tubercular activities against M. tuberculosis H37Rv in vitro displaying MICs ranging from 25 to 3.125 mu g/mL. The most active compounds showed activity against MDR strains and two of them (14 and 16) showed marginal enhancement of MST in mice. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.07.007

文献信息

• Photoredox/Nickel Dual Catalysis Enables the Synthesis of Alkyl Cyclopropanes via C(sp³)–C(sp³) Cross Electrophile Coupling of Unactivated Alkyl Electrophiles
  作者：Sayan K. Jana、Mamata Maiti、Purusattam Dey、Biplab Maji

  DOI：10.1021/acs.orglett.1c04268

  日期：2022.2.18

  cyclopropanes via visible light-mediated photoredox/nickel dual catalysis is demonstrated. The challenging intramolecular C(sp3)–C(sp3) cross-electrophile coupling of readily available unactivated 1,3-dialkyl electrophiles was performed under mild conditions that allowed traditionally reactive functional groups to be included. Mechanistic inspection and control experiments revealed the importance of dual catalysis

  展示了通过可见光介导的光氧化还原/镍双重催化轻松合成单、1,1-和 1,2-二取代环丙烷。具有挑战性的分子内 C(sp 3 )–C(sp 3 ) 交叉亲电偶联容易获得的未活化的 1,3-二烷基亲电试剂是在温和条件下进行的，该条件允许包含传统的反应性官能团。机械检查和控制实验揭示了双重催化的重要性，反应通过逐步氧化加成和分子内 S N 2 反应进行。
• An efficient synthesis of aryloxyphenyl cyclopropyl methanones: a new class of anti-mycobacterial agents
  作者：Namrata Dwivedi、Neetu Tewari、V.K. Tiwari、Vinita Chaturvedi、Y.K. Manju、A. Srivastava、A. Giakwad、S. Sinha、R.P. Tripathi

  DOI：10.1016/j.bmcl.2005.07.007

  日期：2005.10

  An efficient, high yield and one-pot synthesis of phenyl cyclopropyl methanones by reaction of different aryl alcohols with 4'-fluoro-4-chloro-butyrophenone in THF/DMF in the presence of NaH/TBAB is reported. Most of the methanones were further reduced to respective alcohols or methylenes. All the compounds were evaluated for their anti-tubercular activities against M. tuberculosis H37Rv in vitro displaying MICs ranging from 25 to 3.125 mu g/mL. The most active compounds showed activity against MDR strains and two of them (14 and 16) showed marginal enhancement of MST in mice. (c) 2005 Elsevier Ltd. All rights reserved.