1,3-Bis(benzyloxy)-4,6-dibenzoylbenzene | 163770-81-8

• 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: 1,3-Bis(benzyloxy)-4,6-dibenzoylbenzene
• 英文别名: [5-Benzoyl-2,4-bis(phenylmethoxy)phenyl]-phenylmethanone
• CAS: 163770-81-8
• 化学式: C₃₄H₂₆O₄
• 分子量: 498.578
• InChiKey: NXDBCRQWQDDHFK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.5
• 重原子数：
  38
• 可旋转键数：
  10
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  1,3-Bis(benzyloxy)-4,6-dibenzoylbenzene 在 1-叔丁基-4,4,4-三(二甲氨基)-2,2-二[三(二甲氨基)-正膦亚基氨基]-2Λ5,4Λ5-连二(磷氮基化合物) 作用下， 以 苯 为溶剂， 反应 12.0h， 以61%的产率得到2,3,5,6-Tetraphenylbenzo<1,2-b:5,4-b'>difuran
  参考文献：
  名称：

  A new synthetic strategy for the synthesis of bioactive stilbene dimers. A direct synthesis of amurensin H

  摘要：

  2,3-Diarylbenzofurans are efficiently generated by the cyclization of ortho-benzyloxybenzophenones using the hindered phosphazene base P-4-t-Bu. Published by Elsevier Ltd.

  DOI：

  10.1016/j.tetlet.2009.10.040
• 作为产物：
  描述：

  苯甲酰氯 、 alkaline earth salt of/the/ methylsulfuric acid 在 三氯化铝 、 四丁基硫酸氢铵 、 potassium carbonate 、 potassium iodide 作用下， 以 二氯甲烷 、 水 、 1,2-二氯乙烷 为溶剂， 反应 90.0h， 生成 1,3-Bis(benzyloxy)-4,6-dibenzoylbenzene
  参考文献：
  名称：

  Synthesis of Substituted 2,3,5,6-Tetraarylbenzo[1,2-b:4,5-b']difurans

  摘要：

  A series of substituted 2,3,5,6-tetraarylbenzo[1,2-b:5,4-b']difurans 1 was synthesized. This synthesis is based upon the photocyclization of 2,5-dibenzoylresorcinol dibenzyl ethers to the corresponding tetrahydrobenzo[1,2-b:5,4-b']difurans. Treatment of the photoproducts with methanesulfonyl chloride in pyridine afforded 1 in overall yields ranging from 30-72%. A number of these compounds have high fluorescence quantum yields (phi(f) = 0.76-0.90), and their fluorescence spectra exhibit large solvatochromic shifts. These compounds may be suitable for use as fluorescent probes.

  DOI：

  10.1021/jo00110a038

文献信息

• Synthesis of Substituted 2,3,5,6-Tetraarylbenzo[1,2-b:4,5-b']difurans
  作者：Mahmoud Abdul-Aziz、Judith V. Auping、Michael A. Meador

  DOI：10.1021/jo00110a038

  日期：1995.3

  A series of substituted 2,3,5,6-tetraarylbenzo[1,2-b:5,4-b']difurans 1 was synthesized. This synthesis is based upon the photocyclization of 2,5-dibenzoylresorcinol dibenzyl ethers to the corresponding tetrahydrobenzo[1,2-b:5,4-b']difurans. Treatment of the photoproducts with methanesulfonyl chloride in pyridine afforded 1 in overall yields ranging from 30-72%. A number of these compounds have high fluorescence quantum yields (phi(f) = 0.76-0.90), and their fluorescence spectra exhibit large solvatochromic shifts. These compounds may be suitable for use as fluorescent probes.
• A new synthetic strategy for the synthesis of bioactive stilbene dimers. A direct synthesis of amurensin H
  作者：George A. Kraus、Vinayak Gupta

  DOI：10.1016/j.tetlet.2009.10.040

  日期：2009.12

  2,3-Diarylbenzofurans are efficiently generated by the cyclization of ortho-benzyloxybenzophenones using the hindered phosphazene base P-4-t-Bu. Published by Elsevier Ltd.