2,2-difluoro-1-phenyl-dec-3-yn-1-ol | 916332-83-7

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 2,2-difluoro-1-phenyl-dec-3-yn-1-ol
• 英文别名: 2,2-Difluoro-1-phenyldec-3-yn-1-ol
• CAS: 916332-83-7
• 化学式: C₁₆H₂₀F₂O
• 分子量: 266.331
• InChiKey: CVTKPAWBNYCJMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  19
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2,2-difluoro-1-phenyl-dec-3-yn-1-ol 在 甲酸铵 作用下， 以 水 、 N,N-二甲基甲酰胺 为溶剂， 反应 7.0h， 以95%的产率得到(Z)-2,2-Difluoro-1-phenyl-3-decen-1-ol
  参考文献：
  名称：

  甲酸铵为还原剂的负载型金纳米颗粒催化炔烃的顺式选择性半氢化反应

  摘要：

  TiO2负载的金纳米粒子具有较低的负载量（0.5 mol％），能够使用经济高效且易于处理的甲酸铵作为原料，以高选择性将非氟化和宝石二氟化炔烃半氢化为顺式烯烃。

  DOI：

  10.1039/c6cc01318j
• 作为产物：
  描述：

  1-辛炔 在 indium 、 正丁基锂 、 europium(III) trifluoromethanesulfonate 作用下， 以 四氢呋喃 、 正己烷 、 水 为溶剂， 反应 28.5h， 生成 2,2-difluoro-1-phenyl-dec-3-yn-1-ol
  参考文献：
  名称：

  甲酸铵为还原剂的负载型金纳米颗粒催化炔烃的顺式选择性半氢化反应

  摘要：

  TiO2负载的金纳米粒子具有较低的负载量（0.5 mol％），能够使用经济高效且易于处理的甲酸铵作为原料，以高选择性将非氟化和宝石二氟化炔烃半氢化为顺式烯烃。

  DOI：

  10.1039/c6cc01318j

文献信息

• Synthesis of 2,4,5-Trisubstituted 3-Fluorofurans via Sequential Iodocyclization and Cross-Coupling of <i>gem</i>-Difluorohomopropargyl Alcohols
  作者：Satoru Arimitsu、Jesse M. Jacobsen、Gerald B. Hammond

  DOI：10.1021/jo800088y

  日期：2008.4.1

  The iodocyclization of gem-difluorohomoallenyl and gem-difluorohomopropargyl alcohols with I-2 and ICI, respectively, produced the corresponding,fluorinated iodofuran analogues in good yields. The iodo substituent in fluorinated 4-iodofurans was utilized as a synthetic handle to prepare multisubstituted 3-fluorofurans using a Suzuki cross-coupling reaction. The yields of both iodocyclization of gem-difluorohomopropargyl alcohol and subsequent Suzuki coupling were dramatically enhanced by microwave irradiation.
• Lanthanide Triflate-Catalyzed Preparation of β,β-Difluorohomopropargyl Alcohols in Aqueous Media. Application to the Synthesis of 4,4-Difluoroisochromans
  作者：Satoru Arimitsu、Gerald B. Hammond

  DOI：10.1021/jo0614588

  日期：2006.10.1

  An indium-mediated Barbier-type reaction of difluoropropargyl bromide with several aldehydes in aqueous media was enhanced by a catalytic amount of a lanthanide triflate (5 mol %). The reaction gave the corresponding beta,beta-difluorohomopropargyl alcohols with high regioselectivity. The [2 + 2 + 2] alkyne cyclotrimerization of beta,beta-difluorohomopropargyl alcohols with monosubstituted acetylenes produced 4,4-difluoroisochromans in good yields with moderate regioselectivity.
• gem-Difluoropropargylation of aldehydes using cat. In/Zn in aqueous media
  作者：Satoru Arimitsu、Jesse M. Jacobsen、Gerald B. Hammond

  DOI：10.1016/j.tetlet.2006.12.134

  日期：2007.2

  Zn (0.9 equiv) in combination with catalytic amounts of In (0.1 equiv) and I-2 (0.1 equiv) was found to effect the reaction of several difluoropropargyl bromide derivatives with aldehydes to produce gem-difluorohomopropargyl alcohols in aqueous media under conditions suitable for large scale applications. (c) 2007 Published by Elsevier Ltd.
• Selective Synthesis of Fluorinated Furan Derivatives via AgNO₃-Catalyzed Activation of an Electronically Deficient Triple Bond
  作者：Satoru Arimitsu、Gerald B. Hammond

  DOI：10.1021/jo701616c

  日期：2007.10.1

  The transition metal-catalyzed direct activation of electron deficient triple bonds was investigated by using the combined electron withdrawing effects of two fluorine atoms to modulate the electronic density of the triple bond. With use of catalytic amounts of AgNO3 (10 mol %) the synthesis of substituted 3,3-difluoro-4,5-dihydrofurans from gem-diflou rohomopropargyl alcohols occurred in excellent NMR yields. Treatment of these dihydrofurans with SiO2 or Pd/H-2 yielded the corresponding 3-fluorinated furans and 3,3-difluorotetrahydrofurans.
• Supported gold nanoparticles catalyzed cis-selective semihydrogenation of alkynes using ammonium formate as the reductant
  作者：Shengzong Liang、Gerald B. Hammond、Bo Xu

  DOI：10.1039/c6cc01318j

  日期：——

  nanoparticles with low loading (0.5 mol %) are able to semihydrogenate non-fluorinated and gem-difluorinated alkynes to cis-alkenes with high selectivity, using cost-effective and easy-to-handle ammonium formate as...

  TiO2负载的金纳米粒子具有较低的负载量（0.5 mol％），能够使用经济高效且易于处理的甲酸铵作为原料，以高选择性将非氟化和宝石二氟化炔烃半氢化为顺式烯烃。