2-苄基-1-苯基-3-戊炔-2-醇 | 1023972-45-3

• 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-苄基-1-苯基-3-戊炔-2-醇
• 英文名称: 2-benzyl-1-phenyl-3-pentyn-2-ol
• CAS: 1023972-45-3
• 化学式: C₁₈H₁₈O
• 分子量: 250.34
• InChiKey: GCYRHFZJCYKVEH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.23
• 重原子数：
  19.0
• 可旋转键数：
  4.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  20.23
• 氢给体数：
  1.0
• 氢受体数：
  1.0

反应信息

• 作为反应物：
  描述：

  2-苄基-1-苯基-3-戊炔-2-醇 在 红铝 作用下， 以 甲苯 为溶剂， 以60%的产率得到(E)-2-benzyl-1-phenyl-3-penten-2-ol
  参考文献：
  名称：

  Heteropolyacid-Catalyzed Direct Deoxygenation of Propargyl and Allyl Alcohols

  摘要：

  The combination of H-3[PW12O40]center dot nH(2)O (1 mol %) and Et3SiH led to the direct catalytic deoxygenation of propargyl alcohols, in which proper solvent selection Cl(CH2)(2)Cl vs CF3CH2OH was the key to obtaining better product yields. Under similar conditions, the deoxygenation of allyl alcohols proceeded to give thermodynamically stable alkenes with migration of the double bonds in good yields.

  DOI：

  10.1021/jo300889p
• 作为产物：
  描述：

  1-丙炔溴化镁 、 二苄基甲酮 以 四氢呋喃 为溶剂， 生成 2-苄基-1-苯基-3-戊炔-2-醇
  参考文献：
  名称：

  Heteropolyacid-Catalyzed Direct Deoxygenation of Propargyl and Allyl Alcohols

  摘要：

  The combination of H-3[PW12O40]center dot nH(2)O (1 mol %) and Et3SiH led to the direct catalytic deoxygenation of propargyl alcohols, in which proper solvent selection Cl(CH2)(2)Cl vs CF3CH2OH was the key to obtaining better product yields. Under similar conditions, the deoxygenation of allyl alcohols proceeded to give thermodynamically stable alkenes with migration of the double bonds in good yields.

  DOI：

  10.1021/jo300889p

文献信息

• Divergent Synthesis of Trifluoromethyl Sulfoxides and β-SCF₃ Carbonyl Compounds by Tandem Trifluoromethylthiolation/Rearrangement of Allylic and Propargylic Alcohols
  作者：Deng Zhu、Tong-Mei Ding、Hui-Yun Luo、Hua Ke、Zhi-Min Chen

  DOI：10.1021/acs.orglett.0c02875

  日期：2020.10.2

  A selenium-catalyzed trifluoromethylthiolation/[2,3]-sigmatropic rearrangement of tertiary allylic and propargylic alcohols which could provide straightforward and facile access to trifluoromethyl sulfoxides was developed. Various allylic and allenic trifluoromethyl sulfoxides were obtained with moderate to excellent yields. Meanwhile, a Lewis acid mediated trifluoromethylthiolation/1,2-rearrangement

  开发了硒催化的三烯丙基和丙炔醇的三氟甲基硫醇化/ [2,3]-σ重排，可提供直接而又容易获得的三氟甲基亚砜。获得各种烯丙基和烯丙基三氟甲基亚砜，具有中等至优异的产率。同时，路易斯酸介导的trifluoromethylthiolation / 1,2-重排合成β-SCF 3的羰基化合物也已实现。这两个串联反应的特征是反应条件温和且不含金属。在这两个反应中，揭示了亲电三氟甲基硫醇化的化学选择性。
• Mo−Au Combo Catalysis for Rapid 1,3-Rearrangement of Propargyl Alcohols into α,β-Unsaturated Carbonyl Compounds
  作者：Masahiro Egi、Yoshiko Yamaguchi、Noboru Fujiwara、Shuji Akai

  DOI：10.1021/ol800596c

  日期：2008.5.1

  The combination of Mo and cationic Au catalysts dramatically accelerated the rearrangement of diverse propargyl alcohols, which includes a short reaction time, mild conditions, and high product yields. A practical application to the highly challenging primary propargyl alcohols and the N-alkynyl amides is achieved.