2-ethyl-3-phenylnaphthalene | 77502-10-4

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-ethyl-3-phenylnaphthalene
• CAS: 77502-10-4
• 化学式: C₁₈H₁₆
• 分子量: 232.325
• InChiKey: GMZCEBAVJHYXOF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.6
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  0
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为产物：
  描述：

  2-(2-phenylpent-1-enyl)benzaldehyde 在 三苯基膦氯金 、 silver trifluoromethanesulfonate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 10.0h， 以88%的产率得到2-ethyl-3-phenylnaphthalene
  参考文献：
  名称：

  Cyclization Reaction for the Synthesis of Polysubstituted Naphthalenes in the Presence of Au(I) Precatalysts

  摘要：

  Au(I)-catalyzed cyclization of alkenyl carbonyl compounds leading to a variety of substituted naphthalenes has been developed. This process exploits a dual function of the Au(I) catalyst: (1) the oxophilic nature of the Au(I) catalyst, counterintuitive to the pi-acidic reactivities generally associated with Au catalysts, and (2) olefin isomerization supported by the outcome of isotope scrambling experiments. It cannot be completely excluded that TfOH is a true operative catalyst in this protocol. In view of the practicality, the unnecessity of isomerically pure starting material in this reaction is particularly attractive and valuable.

  DOI：

  10.1021/jo201339z

文献信息

• Metal-Free Benzannulation to Synthesis of 2,3-Disubstituted Naphthalenes: Reaction of 2-(Phenylethynyl)benzaldehyde and Alkynes by Brønsted Acid
  作者：Rui Umeda、Naoki Ikeda、Masahiro Ikeshita、Keita Sumino、Sota Nishimura、Yutaka Nishiyama

  DOI：10.1246/bcsj.20160308

  日期：2017.2.15

  Metal-free benzannulation reaction of 2-(phenylethynyl)benzaldehyde and alkynes proceeded in the presence of Bronsted acid under microwave irradiation to give the 2,3-disubstituted naphthalenes.

  2-(苯乙炔基)苯甲醛和炔烃在布朗斯台德酸存在下在微波辐射下进行无金属苯环化反应得到2,3-二取代萘。
• ALBEROLA, A.;GONZALEZ, NOGAL, A. M.;MARTINEZ, DE, ILARDUYA, J. A, AN. QUIM. PUBL. REAL SOC. ESP. FIS. Y QUIM., 1980, 76, N 2, 123-126
  作者：ALBEROLA, A.、GONZALEZ, NOGAL, A. M.、MARTINEZ, DE, ILARDUYA, J. A

  DOI：——

  日期：——