ethyl 2-methyl-5-phenoxybenzofuran-3-carboxylate | 1600533-99-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: ethyl 2-methyl-5-phenoxybenzofuran-3-carboxylate
• 英文别名: Ethyl 2-methyl-5-phenoxy-1-benzofuran-3-carboxylate；ethyl 2-methyl-5-phenoxy-1-benzofuran-3-carboxylate
• CAS: 1600533-99-0
• 化学式: C₁₈H₁₆O₄
• 分子量: 296.323
• InChiKey: JTCHATVNERFWTD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  48.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  对苯醌 在 copper(l) iodide 、 8-羟基喹啉 、 potassium carbonate 、 zinc(II) chloride 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 24.25h， 生成 ethyl 2-methyl-5-phenoxybenzofuran-3-carboxylate
  参考文献：
  名称：

  Design, synthesis, docking and anti-inflammatory evaluation of novel series of benzofuran based prodrugs

  摘要：

  Several new benzofuran derivatives were synthesized, via appropriate synthetic route as anti-inflammatory agents. The anti-inflammatory activity of the prepared compounds was evaluated using carrageenan rat model. Among the synthesized compounds, some compounds showed comparable anti-inflammatory activity to nimesulide, the standard drug taken for anti-inflammatory studies. Docking study of the prepared compounds was performed for the study of interaction of molecules with the active site of COX-2. Preliminary biological studies and docking gave an interesting insight, into the validity of employing benzofuran analogues as good anti-inflammatory agent. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.03.087

文献信息

• Controllable Rh(III)-Catalyzed Annulation between Salicylaldehydes and Diazo Compounds: Divergent Synthesis of Chromones and Benzofurans
  作者：Peng Sun、Shang Gao、Chi Yang、Songjin Guo、Aijun Lin、Hequan Yao

  DOI：10.1021/acs.orglett.6b03355

  日期：2016.12.16

  A Rh(III)-catalyzed annulation between salicylaldehydes and diazo compounds with controllable chemoselectivity is described. AgNTf2 favored benzofurans via a tandem C–H activation/decarbonylation/annulation process, while AcOH led to chromones through a C–H activation/annulation pathway. The reaction exhibited good functional group tolerance and scalability. Moreover, only a single regioisomer of benzofuran

  描述了Rh（III）催化的水杨醛和重氮化合物之间具有可控的化学选择性的环化反应。AgNTf 2通过串联的C–H活化/脱羰/环化过程有利于苯并呋喃，而AcOH通过C–H活化/环化途径生成色酮。该反应表现出良好的官能团耐受性和可扩展性。此外，由于原位脱羰取向作用，仅获得了单一的苯并呋喃的区域异构体。