(4-fluorophenyl)(1-naphthyl)methanol | 147022-23-9

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: (4-fluorophenyl)(1-naphthyl)methanol
• 英文别名: 4-fluorophenyl-1-naphthylmethanol；α-(1-Naphthyl)-α-4-fluorophenylmethanol；(4-fluorophenyl)-naphthalen-1-ylmethanol
• CAS: 147022-23-9
• 化学式: C₁₇H₁₃FO
• 分子量: 252.288
• InChiKey: YXOYRHMRZRODDL-UHFFFAOYSA-N

物化性质

• 沸点：
  416.4±30.0 °C(Predicted)
• 密度：
  1.228±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  20.2
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  (4-fluorophenyl)(1-naphthyl)methanol 在 氯化亚砜 作用下， 以 二氯甲烷 为溶剂， 以90%的产率得到1-(chloro(4-fluorophenyl)methyl)naphthalene
  参考文献：
  名称：

  Palladium-catalyzed C–H dimethylamination of 1-chloromethyl naphthalenes with N,N-dimethylformamide as the dimethyl amino source

  摘要：

  用 DMF 对 1-氯甲基萘进行远程 C-H 二甲基化。

  DOI：

  10.1039/d3ob00600j
• 作为产物：
  描述：

  (4-fluorophenyl)(naphthalen-1-yl)methanone 在 sodium tetrahydroborate 作用下， 以 四氢呋喃 、 水 为溶剂， 反应 1.0h， 以84%的产率得到(4-fluorophenyl)(1-naphthyl)methanol
  参考文献：
  名称：

  Research on antibacterial and antifungal agents. 16. Synthesis and antifungal activities of 1-[α-(1-naphthyl)benzyl]imidazole derivatives and related 2-naphthyl isomers

  摘要：

  Some 1-arylmethylimidazoles bearing a naphthyl group at the a position of benzyl moiety have been synthesized and tested as antifungal agents against Candida albicans and Candida spp. Such derivatives resemble bifonazole and naftifine, two important antimycotic agents of clinical use. Various compounds were found highly active when tested against Candida strains in comparison with bifonazole, miconazole, clotrimazole and ketoconazole.

  DOI：

  10.1016/0223-5234(92)90089-j

文献信息

• Development of Asymmetric Nickel-Catalyzed Arylation of Aromatic Aldehydes with Arylboron Reagents
  作者：Kazuhiro Kondo、Toyohiko Aoyama、Kana Yamamoto、Kaori Tsurumi、Fumie Sakurai

  DOI：10.1055/s-0028-1083216

  日期：2008.11

  described. This development allowed the asymmetric nickel-catalyzed 1,2-addition of arylboron reagents to aromatic aldehydes. The enantioselectivity is synthetically acceptable (up to 81% ee) using 1-naphthaldehyde and 2-substituted aromatic aldehydes as substrates. The results have enantioselectivity comparable to the best results reported by us for the rhodium-catalyzed arylation of aromatic aldehydes.

  描述了在膦配体存在下，镍催化的三芳基环硼氧烷与芳香醛的 1,2-加成反应。这一发展允许不对称镍催化的芳基硼试剂与芳香醛的 1,2-加成。使用 1-萘醛和 2-取代芳香醛作为底物，对映选择性在合成上是可接受的（高达 81% ee）。结果的对映选择性与我们报道的铑催化芳族醛芳基化的最佳结果相当。
• Decarboxylative dearomatization and mono-α-arylation of ketones
  作者：Shehani N. Mendis、Jon A. Tunge

  DOI：10.1039/c6cc03672d

  日期：——

  We report the first example of a palladium-catalyzed decarboxylative dearomatization reaction that occurs via Pd-[small pi]-benzyl intermediates. In fact, the Pd-catalyzed decarboxylative cross-coupling reaction of benzyl enol carbonates can lead to...

  我们报道了通过Pd- [小π-苄基中间体]发生的钯催化的脱羧脱芳香化反应的第一个例子。实际上，碳酸苄基烯醇酯的钯催化脱羧交叉偶联反应可导致...
• Arylative Desulfonation of Diarylmethyl Phenyl Sulfone with Arenes Catalyzed by Scandium Triflate
  作者：Masakazu Nambo、Zachary T. Ariki、Daniel Canseco-Gonzalez、D. Dawson Beattie、Cathleen M. Crudden

  DOI：10.1021/acs.orglett.6b00744

  日期：2016.5.20

  A scandium-triflate-catalyzed arylative desulfonation of diarylmethyl phenyl sulfones with arenes and heteroarenes was established. A variety of both sulfone and arene substrates were reacted to afford symmetric and nonsymmetric triarylmethanes in good yields. Further transformations of the resulting triarylmethanes and application to the concise synthesis of a bactericidal agent analogue were also demonstrated.
• Use of cheaper metal than Rh, CHCl3-free Pd catalyst, in 1,2-addition of aromatic aldehydes with arylboronic acids
  作者：Kiyoto Suzuki、Takafumi Arao、Satoru Ishii、Yuka Maeda、Kazuhiro Kondo、Toyohiko Aoyama

  DOI：10.1016/j.tetlet.2006.05.184

  日期：2006.8

  Pd(OAC)(2)-(+/-)-tol-BINAP-catalyzed arylation reaction of aromatic aldehydes with arylboronic acids in the absence of CHCl3 is described. (c) 2006 Published by Elsevier Ltd.
• WITHDRAWN: Asymmetric Ni-catalyzed arylation of aromatic aldehydes with arylboroxines
  作者：Takafumi Arao、Kazuhiro Kondo、Toyohiko Aoyama

  DOI：10.1016/j.tet.2007.03.160

  日期：2007.6

  Development of asymmetric Ni-catalyzed 1,2-addition to aromatic aldehydes of arylboroxines is described. (c) 2007 Published by Elsevier Ltd.