(3-(4-methoxyphenyl)but-1-yne-1,3-diyl)dibenzene

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 直链 1,3-二芳基丙烷
• 英文名称: (3-(4-methoxyphenyl)but-1-yne-1,3-diyl)dibenzene
• 英文别名: 1-(2,4-Diphenylbut-3-yn-2-yl)-4-methoxybenzene
• 化学式: C₂₃H₂₀O
• 分子量: 312.411
• InChiKey: BHMZCPJRYZIGAE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.2
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.13
• 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：

  4-甲氧基二苯甲醇 、 苯乙炔 在 正丁基锂 、 copper(II) bis(trifluoromethanesulfonate) 作用下， 以 四氢呋喃 、 正己烷 、 1,2-二溴乙烷 为溶剂， 反应 14.0h， 生成 (3-(4-methoxyphenyl)but-1-yne-1,3-diyl)dibenzene
  参考文献：
  名称：

  SeCl₂-Mediated Approach Toward Indole-Containing Polysubstituted Selenophenes

  摘要：

  A novel and efficient SeCl2-mediated chalcogenative cyclization strategy toward 3-selenophen-3-yl-1H-indoles from readily available and conveniently substituted propargyl indoles is described. It entails an unprecedented selenirenium-induced 1,2-indolyl shift prompted by the electrophilic addition of SeCl2 to the triple bond of the propargyl indole, followed by cyclization through the intermediacy of a 1-seleno-1,3-diene. The reaction takes place at room temperature and shows excellent selectivity, broad substrate scope, and wide functional group tolerance.

  DOI：

  10.1021/acs.joc.8b00166

文献信息

• SeCl₂-Mediated Approach Toward Indole-Containing Polysubstituted Selenophenes
  作者：Guilherme M. Martins、Davi F. Back、Teodoro S. Kaufman、Claudio C. Silveira

  DOI：10.1021/acs.joc.8b00166

  日期：2018.3.16

  A novel and efficient SeCl2-mediated chalcogenative cyclization strategy toward 3-selenophen-3-yl-1H-indoles from readily available and conveniently substituted propargyl indoles is described. It entails an unprecedented selenirenium-induced 1,2-indolyl shift prompted by the electrophilic addition of SeCl2 to the triple bond of the propargyl indole, followed by cyclization through the intermediacy of a 1-seleno-1,3-diene. The reaction takes place at room temperature and shows excellent selectivity, broad substrate scope, and wide functional group tolerance.