1-(3'-三氟甲基联苯-3-基)乙酮 | 352032-25-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-(3'-三氟甲基联苯-3-基)乙酮
• 英文名称: 1-(3'-(trifluoromethyl)biphenyl-3-yl)ethanone
• 英文别名: 1-[3'-(trifluoromethyl)biphenyl-3-yl]ethanone；1-(3'-Trifluoromethylbiphenyl-3-YL)ethanone；1-[3-[3-(trifluoromethyl)phenyl]phenyl]ethanone
• CAS: 352032-25-8
• 化学式: C₁₅H₁₁F₃O
• mdl: MFCD04039239
• 分子量: 264.247
• InChiKey: HHBPDGRNRIYQEL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.1
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.133
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  4

安全信息

• 危险品标志：
  Xi

反应信息

• 作为产物：
  描述：

  3-碘三氟甲苯 、 3'-溴苯乙酮 在 lithium chloro-isopropyl-magnesium chloride 、 lithium chlorozincate 、 bis(dibenzylideneacetone)-palladium⁽⁰⁾ 、 2-二环己基磷-2',6'-二异丙氧基-1,1'-联苯 作用下， 以 四氢呋喃 为溶剂， 反应 1.08h， 以86%的产率得到1-(3'-三氟甲基联苯-3-基)乙酮
  参考文献：
  名称：

  i-PrI Acceleration of Negishi Cross-Coupling Reactions

  摘要：

  The Negishi cross-coupling of arylzinc reagents with various bromoanilines is accelerated by the presence of i-Prl (1 equiv) and furnished the expected biaryls within 5-12 min reaction time at 25 degrees C. Arylzinc reagents can also be cross-coupled under these conditions with a range of aryl bromides bearing an enolizable ester or acidic benzylic protons.

  DOI：

  10.1021/ol1007026

文献信息

• Application of the ‘resin-capture–release’ methodology to macrocyclisation via intramolecular Suzuki–Miyaura coupling
  作者：Virginie Lobrégat、Gilles Alcaraz、Hugues Bienaymé、Michel Vaultier

  DOI：10.1039/b101156l

  日期：——

  Aryl boronic acids can be trapped by an ammonium hydroxide-form Dowex® Ion Exchangers resin (D-OH−) leading to polymer-ionically bound borates and cyclized, when properly designed, into macroheterocycles under Suzuki–Miyaura coupling conditions.

  芳基硼酸可以通过氨水基的Dowex®离子交换树脂（D-OH⁻）被捕获，导致聚合与离子结合的硼酸盐，并在适当设计下，在铃木－宫浦耦合条件下环化成宏观杂环结构。
• A Versatile Catalyst System for Suzuki−Miyaura Cross-Coupling Reactions of C(sp²)-Tosylates and Mesylates
  作者：Brijesh Bhayana、Brett P. Fors、Stephen L. Buchwald

  DOI：10.1021/ol9015892

  日期：2009.9.3

  A catalyst system for the Suzuki-Miyaura cross-coupling reactions of aryl and vinyl tosylates and mesylates has been developed. This catalyst displays excellent functional group tolerance and allows the coupling of heteroarylboronic acids with aryl tosylates and mesylates to be performed in high yields. Moreover, reactions employing alkylboronic acids, as well as heteroaryl, vinyl, and allylic pinacol boronate esters, were conducted with high efficiencies.
• <i>i</i>-PrI Acceleration of Negishi Cross-Coupling Reactions
  作者：Marcel Kienle、Paul Knochel

  DOI：10.1021/ol1007026

  日期：2010.6.18

  The Negishi cross-coupling of arylzinc reagents with various bromoanilines is accelerated by the presence of i-Prl (1 equiv) and furnished the expected biaryls within 5-12 min reaction time at 25 degrees C. Arylzinc reagents can also be cross-coupled under these conditions with a range of aryl bromides bearing an enolizable ester or acidic benzylic protons.