1-((4-chlorophenyl)ethynyl)-3-fluorobenzene

• 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: 1-((4-chlorophenyl)ethynyl)-3-fluorobenzene
• 英文别名: 1-fluoro-3-(phenylethynyl)chlorobenzene；1-Chloro-4-[2-(3-fluorophenyl)ethynyl]benzene
• 化学式: C₁₄H₈ClF
• 分子量: 230.669
• InChiKey: JYAPCEKMAYFJSX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  间氟氯苄 在 potassium carbonate 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 乙腈 为溶剂， 反应 20.0h， 生成 1-((4-chlorophenyl)ethynyl)-3-fluorobenzene
  参考文献：
  名称：

  通过加成-双消除法从芳醛一锅法合成二芳基乙炔

  摘要：

  已经开发了一种实用的一锅法，通过用 1-(芳甲基)苯并三唑和 LiN(SiMe 3 ) 2处理从芳醛合成二芳基乙炔。该反应通过亚胺形成、曼尼希型加成和双消除进行，以提供高达 99% 的产率和广泛的底物范围。此外，已经证明了 1-溴-4-(苯乙炔基)苯的克级合成。

  DOI：

  10.1039/d1ob00627d

文献信息

• Sequentially Pd/Cu‐Catalyzed Alkynylation‐Oxidation Synthesis of 1,2‐Diketones and Consecutive One‐Pot Generation of Quinoxalines
  作者：Patrik Niesobski、Ivette Santana Martínez、Sebastian Kustosz、Thomas J. J. Müller

  DOI：10.1002/ejoc.201900783

  日期：2019.9

  A sequentially Pd/Cu‐catalyzed alkynylation‐oxidation reaction furnishes 1,2‐diketones in a one‐pot fashion. This one‐pot process can be successfully concatened with a cyclocondensation to furnish a consecutive multicomponent synthesis of quinoxalines.

  依次进行的Pd / Cu催化的炔基氧化反应以一锅方式提供1,2-二酮。这种单锅法可以成功地与环缩合反应，以提供连续的多组分喹喔啉合成。
• The Preparation of Diaryl Sulfoxinium Triflates and Their Application in Palladium‐Catalyzed Cross‐Coupling Reactions
  作者：Chenyang Wang、Xianliang Wang、Deshen Kong、Khai‐Nghi Truong、Kari Rissanen、Carsten Bolm

  DOI：10.1002/asia.202200828

  日期：2022.10.4

  N,N′-Dimethyl-S,S-diaryl oxosulfonium triflates are easily prepared from the corresponding sulfoximines by treatment with methyl trifluoromethanesulfonat. In palladium-catalyzed Sonogashira-, Heck- and Suzuki-type cross-coupling reactions, such salts can be applied a readily available aryl source. High aryl transfer selectivities have been observed in competition experiments.

  N,N'-二甲基-S,S-二芳基三氟甲磺酸锍可以通过用三氟甲磺酸甲酯处理相应的亚砜亚胺而容易地制备。在钯催化的 Sonogashira 型、Heck 型和 Suzuki 型交叉偶联反应中，此类盐可以使用易于获得的芳基源。在竞争实验中观察到高芳基转移选择性。
• Copper- and Ligand-Free Sonogashira Reaction Catalyzed by Pd(0) Nanoparticles at Ambient Conditions under Ultrasound Irradiation
  作者：Atul R. Gholap、K. Venkatesan、Renu Pasricha、Thomas Daniel、Rajgopal J. Lahoti、Kumar V. Srinivasan

  DOI：10.1021/jo0503815

  日期：2005.6.1

  The Sonogashira reaction proceeds at ambient temperature (30 degrees C) in acetone or room-temperature ionic liquid, 1,3-di-n-butylimidazolium tetrafluoroborate ([bbim]BF4), as solvent under ultrasound irradiation to give enhanced reaction rates, excellent chemoselectivity, and high yields in the absence of a copper cocatalyst and a phosphine ligand. TEM analysis showed the formation of stable, crystalline, and polydispersed Pd(0) nanoparticles as catalyst for the reaction.
• Facile one-pot synthesis of diarylacetylenes from arylaldehydes <i>via</i> an addition-double elimination process
  作者：Jianyang Chen、Xuan Zhang、Jiajun Wu、Rui Wang、Chunlin Lei、Yanan An

  DOI：10.1039/d1ob00627d

  日期：——

  A practical one-pot protocol has been developed to synthesize diarylacetylenes from arylaldehydes by treatment with 1-(arylmethyl)benzotriazoles and LiN(SiMe3)2. The reaction proceeded through imine formation, Mannich-type addition and double elimination to deliver products in up to 99% yields with broad substrate scope. In addition, gram-scale synthesis of 1-bromo-4-(phenylethynyl)benzene has been

  已经开发了一种实用的一锅法，通过用 1-(芳甲基)苯并三唑和 LiN(SiMe 3 ) 2处理从芳醛合成二芳基乙炔。该反应通过亚胺形成、曼尼希型加成和双消除进行，以提供高达 99% 的产率和广泛的底物范围。此外，已经证明了 1-溴-4-(苯乙炔基)苯的克级合成。