2-methoxy-7-(prop-1-en-2-yl)naphthalene

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 2-methoxy-7-(prop-1-en-2-yl)naphthalene
• 英文别名: 2-Methoxy-7-prop-1-en-2-ylnaphthalene；2-methoxy-7-prop-1-en-2-ylnaphthalene
• 化学式: C₁₄H₁₄O
• 分子量: 198.265
• InChiKey: UVCJSPZZMHLUPB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  9.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  2-溴-5-甲氧基苯甲醛 在 zinc trifluoromethanesulfonate 正丁基锂 、 MS 4 Angstroem 、 四丁基氟化铵 、 对甲苯磺酸 作用下， 以 四氢呋喃 、 甲醇 、 正己烷 、 甲苯 为溶剂， 反应 34.0h， 生成 2-methoxy-7-(prop-1-en-2-yl)naphthalene
  参考文献：
  名称：

  Metal-Catalyzed Cycloisomerization of Enyne Functionalities via a 1,3-Alkylidene Migration

  摘要：

  We report a new metal-catalyzed 6-endo-dig cyclization of cis-4,6-dien-1-yn-3-ols, which produces substituted benzene and naphthalene derivatives with structural reorganization. In this process, we observe a 1,3-alkylidene migration via cleavage of the olefin double bond of the starting substrates. The ease and reliability of this cyclization are manifested by its compatibility with a wide array of diverse substrates and several pi-alkyne activators, including PtCl2, Zn(OTf)2, AuCl, and AuCl3.

  DOI：

  10.1021/ja062515h

文献信息

• Metal-Catalyzed Cycloisomerization of Enyne Functionalities via a 1,3-Alkylidene Migration
  作者：Ming-Yuan Lin、Arindam Das、Rai-Shung Liu

  DOI：10.1021/ja062515h

  日期：2006.7.1

  We report a new metal-catalyzed 6-endo-dig cyclization of cis-4,6-dien-1-yn-3-ols, which produces substituted benzene and naphthalene derivatives with structural reorganization. In this process, we observe a 1,3-alkylidene migration via cleavage of the olefin double bond of the starting substrates. The ease and reliability of this cyclization are manifested by its compatibility with a wide array of diverse substrates and several pi-alkyne activators, including PtCl2, Zn(OTf)2, AuCl, and AuCl3.