4,5,7-Triphenyl-6-(3-phenylprop-2-ynoxymethyl)-1,3-dihydro-2-benzofuran | 136052-84-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: 4,5,7-Triphenyl-6-(3-phenylprop-2-ynoxymethyl)-1,3-dihydro-2-benzofuran
• CAS: 136052-84-1
• 化学式: C₃₆H₂₈O₂
• 分子量: 492.617
• InChiKey: NHKXTFOFUXYZRO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.6
• 重原子数：
  38
• 可旋转键数：
  7
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.11
• 拓扑面积：
  18.5
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  1,7-diphenyl-4-oxahepta-1,6-diyne 在 chloro(1,5-cyclooctadiene)(pentamethylcyclopentadiene)ruthenium(II) 、 二甲基亚砜 作用下， 以 四氢呋喃 为溶剂， 反应 12.0h， 以36%的产率得到4,5,7-Triphenyl-6-(3-phenylprop-2-ynoxymethyl)-1,3-dihydro-2-benzofuran
  参考文献：
  名称：

  Ruthenium-Catalyzed Transfer Oxygenative Cyclization of α,ω-Diynes: Unprecedented [2 + 2 + 1] Route to Bicyclic Furans via Ruthenacyclopentatriene

  摘要：

  A novel oxygen-atom-transfer process enables the catalytic [2 + 2 + 1] synthesis of bicyclic furans from alpha,omega-diynes with DMSO. [CpRu(AN)(3)]PF6 catalyzed the transfer oxygenative cyclization of diynes with aryl terminal groups, while those of diynes with alkyl terminal groups were effectively promoted by the corresponding Cp* complex. A mechanism for bicyclic furan formation via a ruthenacyclopentatriene was proposed on the basis of both experimental and theoretical studies.

  DOI：

  10.1021/ja302868s

文献信息

• A Combined Transition-Metal-Catalyzed and Photopromoted Process: Synthesis of 2,3-Fused 4-Phenylnaphthalen-1-yl Carboxylates from 1,7-Diaryl-1,6-diynes
  作者：Yoshihiko Yamamoto、Shota Mori、Masatoshi Shibuya

  DOI：10.1002/chem.201500978

  日期：2015.6.15

  2,3‐Fused 4‐phenylnaphthalen‐1‐yl carboxylates were synthesized in a step‐ and atom‐economical manner using a ruthenium‐catalyzed hydrocarboxylative cyclization of 1,7‐diaryl‐1,6‐diynes and subsequent oxidative photocyclization. The scope of this novel two‐step process was demonstrated by the construction of diverse structures from substrates with various tethers and terminal aryl groups. Late‐stage

  使用钌催化的1,7-二芳基-1,6-二炔的羧基化环化反应和随后的氧化光环化反应，以分步和原子经济的方式合成了2,3-熔融的4-苯基萘-1-基羧酸盐。这种新颖的两步法的范围由具有各种系链和末端芳基的底物的不同结构的构建证明。后期阶段C中的arylnaphthalene产物h的官能化进一步提高发达进程的合成潜力。