{2-[2-(4-氯苯基)乙烯基]苯基}苯基甲醇 | 1020726-46-8

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: {2-[2-(4-氯苯基)乙烯基]苯基}苯基甲醇
• 英文名称: {2-[2-(4-chlorophenyl)ethenyl]phenyl}phenylmethanol
• 英文别名: (2-(1-(4-chlorophenyl)vinyl)phenyl)(phenyl)methanol；[2-[1-(4-Chlorophenyl)ethenyl]phenyl]-phenylmethanol
• CAS: 1020726-46-8
• 化学式: C₂₁H₁₇ClO
• 分子量: 320.818
• InChiKey: SZUSZYOLAVVVFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  {2-[2-(4-氯苯基)乙烯基]苯基}苯基甲醇 在 potassium tert-butylate 、 碘 作用下， 以 甲苯 为溶剂， 反应 0.25h， 以70%的产率得到1-(4-氯苯基)-1-碘甲基-3-苯基-1,3-二氢异苯并呋喃
  参考文献：
  名称：

  A Facile Synthesis of 1,3-Dihydro- isobenzofurans Using Iodocylization of 2-Vinylbenzyl Alcohols

  摘要：

  An efficient route for the preparation of 1,3-dihydroisobenzofurans based on the iodine-mediated cyclization of 2-vinylbenzyl alcohols, which can be prepared feasibly by reactions of 2-vinylphenyllithiums with carbonyl compounds, is reported. Substitution reactions of the iodo moiety of the resulting 1-(iodomethyl)-1,3-dihydroisobenzofurans with tributyltin hydride and sodium thiolates are also described.

  DOI：

  10.3987/com-07-11244
• 作为产物：
  描述：

  1-bromo-2-(1-(4-chlorophenyl)vinyl)benzene 、 苯甲醛 在 正丁基锂 作用下， 以 乙醚 、 正己烷 为溶剂， 反应 1.5h， 以61%的产率得到{2-[2-(4-氯苯基)乙烯基]苯基}苯基甲醇
  参考文献：
  名称：

  A Facile Synthesis of 1,3-Dihydro- isobenzofurans Using Iodocylization of 2-Vinylbenzyl Alcohols

  摘要：

  An efficient route for the preparation of 1,3-dihydroisobenzofurans based on the iodine-mediated cyclization of 2-vinylbenzyl alcohols, which can be prepared feasibly by reactions of 2-vinylphenyllithiums with carbonyl compounds, is reported. Substitution reactions of the iodo moiety of the resulting 1-(iodomethyl)-1,3-dihydroisobenzofurans with tributyltin hydride and sodium thiolates are also described.

  DOI：

  10.3987/com-07-11244

文献信息

• Water‐Facilitated Nitromethane‐Mediated Cyclization of 2‐(Phenylvinyl)benzhydrols: Access to 1,3‐Diphenyl‐1H‐indenes with Antitumor Activity
  作者：Camille Hauguel、Christine Tran、Olivier Provot、Jérôme Bignon、Vincent Gandon、Abdallah Hamze

  DOI：10.1002/adsc.202200550

  日期：2022.9.6

  This work reports a mild and operationally accessible method for synthesizing 1,3-diphenyl-1H-indene derivatives from N-tosylhydrazones and bromobenzhydrols as readily available reactants. Moreover, the cyclization step does not require metal catalysis, the addition of an acid, or a very high temperature. We report a combined experimental and computational study on the mechanism of this cyclization

  这项工作报告了一种温和且可操作的方法，用于从N-甲苯磺酰腙和溴苯甲醇作为容易获得的反应物合成 1,3-二苯基-1H-茚衍生物。此外，环化步骤不需要金属催化、添加酸或非常高的温度。我们报告了关于这种环化机制的实验和计算研究。此外，我们通过合成大量产品（甚至是克级产品）以及获得新的生物学相关分子来证明这种方法的实用性。
• A Facile Synthesis of 1,3-Dihydro- isobenzofurans Using Iodocylization of 2-Vinylbenzyl Alcohols
  作者：Kazuhiro Kobayashi、Kazuaki Shikata、Shuhei Fukamachi、Hisatoshi Konishi

  DOI：10.3987/com-07-11244

  日期：——

  An efficient route for the preparation of 1,3-dihydroisobenzofurans based on the iodine-mediated cyclization of 2-vinylbenzyl alcohols, which can be prepared feasibly by reactions of 2-vinylphenyllithiums with carbonyl compounds, is reported. Substitution reactions of the iodo moiety of the resulting 1-(iodomethyl)-1,3-dihydroisobenzofurans with tributyltin hydride and sodium thiolates are also described.