3-phenyl-1-(phenylethynyl)-1H-isochromene

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 二芳基庚烷
• 英文名称: 3-phenyl-1-(phenylethynyl)-1H-isochromene
• 英文别名: 3-phenyl-1-(2-phenylethynyl)-1H-isochromene
• 化学式: C₂₃H₁₆O
• 分子量: 308.379
• InChiKey: ACGPIRFAPONZGS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.04
• 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-苯基乙炔基苯甲醛 、 苯乙炔 在 氯(三甲基膦)金 N,N-二异丙基乙胺 作用下， 以 水 、 甲苯 为溶剂， 反应 24.0h， 以81%的产率得到3-phenyl-1-(phenylethynyl)-1H-isochromene
  参考文献：
  名称：

  Water-Triggered and Gold(I)-Catalyzed Cascade Addition/Cyclization of Terminal Alkynes with ortho-Alkynylaryl Aldehyde

  摘要：

  A highly efficient alkynylation-cyclization of terminal alkynes with ortho-alkynylaryl aldehydes leading to 1-alkynyl-1H-isochromenes was developed by using a gold-phosphine complex as catalyst in water. The reaction was dually promoted by an electron-donating phosphine ligand and water and was chelation-controlled.

  DOI：

  10.1021/ol060645p

文献信息

• Gold-Catalyzed Cyclization of 1,6-Diyne-4-en-3-ols: Stannyl Transfer from 2-Tributylstannylfuran Through Au/Sn Transmetalation
  作者：Yifeng Chen、Ming Chen、Yuanhong Liu

  DOI：10.1002/anie.201201523

  日期：2012.6.18

  Gold‐tinted: A gold catalyzed cyclization reaction of 1,6‐diyne‐4‐en‐3‐ols, incorporating an in situ stannyl transfer reaction involving 2‐tributylstannylfuran, gives synthetically valuable 2‐stannylnaphthalenes (see scheme; DCE=dichloroethane). A gem‐diaurated furan complex, was isolated and fully characterized by X‐ray crystallographic analysis, and provides strong evidence for a tin to gold transmetalation

  金染色的：1,6-二炔-4-烯-3-醇的金催化环化反应，结合涉及2-三丁基锡烷基呋喃的原位锡烷基转移反应，产生了合成上有价值的2-锡烷基萘（见示意图; DCE =二氯乙烷） 。通过X射线晶体学分析分离出了一种由宝石渗析出的呋喃配合物，并对其进行了全面表征，并为从锡到金的过渡金属化步骤提供了有力的证据。
• Water-Triggered and Gold(I)-Catalyzed Cascade Addition/Cyclization of Terminal Alkynes with <i>o</i><i>rtho</i>-Alkynylaryl Aldehyde
  作者：Xiaoquan Yao、Chao-Jun Li

  DOI：10.1021/ol060645p

  日期：2006.4.1

  A highly efficient alkynylation-cyclization of terminal alkynes with ortho-alkynylaryl aldehydes leading to 1-alkynyl-1H-isochromenes was developed by using a gold-phosphine complex as catalyst in water. The reaction was dually promoted by an electron-donating phosphine ligand and water and was chelation-controlled.