(E)-dimethyl (2-(3-phenylprop-2-yn-1-yl)oxy)maleate | 1567388-41-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (E)-dimethyl (2-(3-phenylprop-2-yn-1-yl)oxy)maleate
• 英文别名: dimethyl 2-(3-phenylprop-2-ynyloxy)maleate
• CAS: 1567388-41-3
• 化学式: C₁₅H₁₄O₅
• 分子量: 274.273
• InChiKey: PHJBYTUZENIGAG-ACCUITESSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.28
• 重原子数：
  20.0
• 可旋转键数：
  4.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  61.83
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为产物：
  描述：

  3-苯基-2-丙炔-1-醇 、 丁炔二酸二甲酯 在 三乙烯二胺 作用下， 以 4-(dicyanomethylene)-2-methyl-6-(p-dimethylaminostyryl)-4H-pyran 为溶剂， 生成 (E)-dimethyl (2-(3-phenylprop-2-yn-1-yl)oxy)maleate 、 (Z)-dimethyl (2-(3-phenylprop-2-yn-1-yl)oxy)maleate
  参考文献：
  名称：

  DABCO-catalyzed synthesis of 3-bromo-/3-iodo-2H-pyrans from propargyl alcohols, dialkyl acetylene dicarboxylates, and N-bromo-/N-iodosuccinimides

  摘要：

  The DABCO-catalyzed reaction of propargyl alcohols with dialkyl acetylene dicarboxylates and N-bromo-/N-iodosuccinimides under mild conditions has been developed. The reactions give 3-bromo-/3-iodo-2H-pyrans in up to 98% yield. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2014.11.111

文献信息

• DABCO-Catalyzed Synthesis of Trifluoromethylated Furans from Propargyl Alcohols and Methyl 2-Perfluoroalkynoate
  作者：Qinglei Chong、Xiaoyi Xin、Chunxiang Wang、Fan Wu、Haolong Wang、Ji-cheng Shi、Boshun Wan

  DOI：10.1021/jo4028424

  日期：2014.3.7

  The DABCO-catalyzed reaction of propargyl alcohols with methyl 2-perfluoroalkynoate to give trifluoromethylated furans in up to 98% yield under mild conditions has been developed. The established allene-enol and control experiments indicate that the reaction should proceed through a Michael addition and Claisen rearrangement/cyclization process.