1-氟-4-(4-戊烯-2-基)苯 | 361979-99-9

• 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: 1-氟-4-(4-戊烯-2-基)苯
• 英文名称: 1-fluoro-4-(pent-4-en-2-yl)benzene
• 英文别名: 4-(4-fluorophenyl)-1-pentene；4-(4-fluorophenyl)pent-1-ene；1-fluoro-4-pent-4-en-2-ylbenzene
• CAS: 361979-99-9
• 化学式: C₁₁H₁₃F
• 分子量: 164.223
• InChiKey: QZNNUNGHOREEBP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  12
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.27
• 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：

  4-氟苯乙酮 在 甲醇 、 sodium tetrahydroborate 、 五氟苯硼酸 、 草酸 作用下， 以 硝基甲烷 为溶剂， 反应 16.08h， 生成 1-氟-4-(4-戊烯-2-基)苯
  参考文献：
  名称：

  Arylboronic Acid Catalyzed C-Alkylation and Allylation Reactions Using Benzylic Alcohols

  摘要：

  The arylboronic acid catalyzed dehydrative C-alkylation of 1,3-diketones and 1,3-ketoesters using secondary benzylic alcohols as the electrophile is reported, forming new C-C bonds (19 examples, up to 98% yield) with the release of water as the only byproduct. The process is also applicable to the allylation of benzylic alcohols using allyltrimethylsilane as the nucleophile (12 examples, up to 96% yield).

  DOI：

  10.1021/acs.orglett.0c02736

文献信息

• Pre-electrolysis of LiClO₄ in Acetonitrile: Electrochemically Induced Protolytic Carbon–Carbon Bond Formation of Benzylic Ethers and Acetals with Allyl Trimethylsilane and Other Carbon Nucleophiles
  作者：Cornelius Fastie、Luomo Li、Moritz Bätcher、Gerhard Hilt

  DOI：10.1021/acs.joc.3c01256

  日期：2023.9.1

  formation of a strong acidic medium for the activation of benzylic ethers and acetals. The activated primary and secondary benzylic ethers and acetals could be converted with a range of carbon nucleophiles, such as allyl trimethylsilane, silyl enol ethers, and enol acetates, for the formation of new carbon–carbon bonds. A chemoselective reaction was observed when electron-deficient benzylic acetals were converted

  在仅施加“催化”量的电流（例如，0.05F）的未分割的电解池中，在乙腈中预电解LiClO 4 导致形成用于活化苄基醚和缩醛的强酸性介质。活化的伯和仲苄基醚和缩醛可以与一系列碳亲核试剂（例如烯丙基三甲基硅烷、硅烯醇醚和烯醇乙酸酯）转化，形成新的碳-碳键。当缺电子的苄缩醛用烯丙基三甲基硅烷转化为单烯丙基化产物时，观察到化学选择性反应，而富电子的苄缩醛在两个醚基团的活化下产生双烯丙基化产物。
• Direct Coupling Reaction between Alcohols and Silyl Compounds:  Enhancement of Lewis Acidity of Me₃SiBr Using InCl₃
  作者：Takahiro Saito、Yoshihiro Nishimoto、Makoto Yasuda、Akio Baba

  DOI：10.1021/jo061512k

  日期：2006.10.1

  The combination of InCl3 and Me3SiBr provided an enhanced Lewis acid system that can be used to promote a wide range of direct coupling reactions between alcohols and silyl nucleophiles in non-halogenated solvents, such as hexane or MeCN. The enhanced Lewis acidity of this system was measured by the C-13 NMR in terms of the coordination to an alcohol. Moreover, the interaction between Me3SiBr and the In(III) species was revealed by Si-29 NMR spectral analysis. Highly chemoselective allylations toward a hydroxyl moiety over ketone and acetoxy ones have been demonstrated.
• B(C₆F₅)₃-Catalyzed Allylation of Secondary Benzyl Acetates with Allylsilanes
  作者：Michael Rubin、Vladimir Gevorgyan

  DOI：10.1021/ol016300i

  日期：2001.8.1

  [GRAPHICS]A highly effective protocol for allylation of secondary benzylic alcohol derivatives with allylsilanes in the presence of catalytic amounts of B(C6F5)(3) has been developed. Some additional functionalities, such as bromo, acetoxy, and primary benzyloxy groups, were tolerated under these conditions.
• Kim, Sang Hee; Shin, Chul; Pae, Ae Nim, Synthesis, 2004, # 10, p. 1581 - 1584
  作者：Kim, Sang Hee、Shin, Chul、Pae, Ae Nim、Koh, Hun Yeong、Chang, Moon Ho、Chung, Bong Young、Cho, Yong Seo

  DOI：——

  日期：——
• AMINE DERIVATIVES AS POTASSIUM CHANNEL BLOCKERS
  申请人：Bionomics Limited

  公开号：EP2709985B1

  公开（公告）日：2017-10-04