3-(2-(2,2-di(ethoxycarbonyl)ethyl)phenyl)-1-(furan-2-yl)prop-2-ynyl ethyl carbonate

• 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: 3-(2-(2,2-di(ethoxycarbonyl)ethyl)phenyl)-1-(furan-2-yl)prop-2-ynyl ethyl carbonate
• 英文别名: Diethyl 2-[[2-[3-ethoxycarbonyloxy-3-(furan-2-yl)prop-1-ynyl]phenyl]methyl]propanedioate
• 化学式: C₂₄H₂₆O₈
• 分子量: 442.466
• InChiKey: AXQNSQRXLHYWSV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  32
• 可旋转键数：
  14
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  101
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  3-(2-(2,2-di(ethoxycarbonyl)ethyl)phenyl)-1-(furan-2-yl)prop-2-ynyl ethyl carbonate 在 (3-溴丙基)三苯基溴化磷 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 2.0h， 以60%的产率得到diethyl 1-(2-(furan-2-yl)vinylidene)-1H-indene-2,2(3H)-dicarboxylate
  参考文献：
  名称：

  旧反应的新亮点：相转移催化的炔丙基化合物的分子内环化反应，用于合成茚衍生物和二取代的苯并[ b ]呋喃

  摘要：

  在温和的反应条件下，通过相转移催化（PTC）代替金属催化，由炔丙基化合物可轻松制得各种茚衍生物和二取代的苯并[ b ]呋喃。

  DOI：

  10.1016/j.tet.2011.12.055
• 作为产物：
  描述：

  diethyl 2-(2-(3-hydroxy-3-(furan-2-yl)prop-1-ynyl)benzyl)malonate 、 氯甲酸乙酯 在 吡啶 、 4-二甲氨基吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以64%的产率得到3-(2-(2,2-di(ethoxycarbonyl)ethyl)phenyl)-1-(furan-2-yl)prop-2-ynyl ethyl carbonate
  参考文献：
  名称：

  Highly Regioselective Synthesis of Indene Derivatives Including an Allene Functional Group via Pd/C-Catalyzed Cyclization Reaction in Air

  摘要：

  Indene derivatives including an allene functional group are readily prepared in moderate to excellent yields with high regioselectivity under very mild reaction conditions by the Pd/C-catalyzed reaction of propargylic compounds. The resulting products can be further elaborated using Pd-catalyzed annulation reactions.

  DOI：

  10.1021/ol071385u

文献信息

• New Insight into Ni(II)-Catalyzed Cyclization Reactions of Propargylic Compounds with Soft Nucleophiles: Novel Indenes Formation
  作者：Fa-Rong Gou、Hai-Peng Bi、Li-Na Guo、Zheng-Hui Guan、Xue-Yuan Liu、Yong-Min Liang

  DOI：10.1021/jo800155a

  日期：2008.5.1

  We have disclosed a very nice advance of nickel(II)-catalyzed carboannulation reactions. Highly substituted indene derivatives are readily prepared in moderate to excellent yields under very mild reaction conditions in air via a nickel (II)-catalyzed cyclization of propargylic compounds with soft nucleophiles.
• Highly Regioselective Synthesis of Indene Derivatives Including an Allene Functional Group via Pd/C-Catalyzed Cyclization Reaction in Air
  作者：Hai-Peng Bi、Xue-Yuan Liu、Fa-Rong Gou、Li-Na Guo、Xin-Hua Duan、Yong-Min Liang

  DOI：10.1021/ol071385u

  日期：2007.8.1

  Indene derivatives including an allene functional group are readily prepared in moderate to excellent yields with high regioselectivity under very mild reaction conditions by the Pd/C-catalyzed reaction of propargylic compounds. The resulting products can be further elaborated using Pd-catalyzed annulation reactions.
• New light on an old reaction: phase-transfer-catalyzed intramolecular cyclization of propargyl compounds for synthesis of indene derivatives and disubstituted benzo[b]furans
  作者：Peng-Shuai Sun、Jie Hu、Xiang-Chuan Wang、Lei Liu、Yong-Min Liang

  DOI：10.1016/j.tet.2011.12.055

  日期：2012.2

  A variety of indene derivatives and disubstituted benzo[b]furans are readily prepared under the mild reaction condition from propargylic compounds by phase-transfer catalysis (PTC) instead of metal catalysis.

  在温和的反应条件下，通过相转移催化（PTC）代替金属催化，由炔丙基化合物可轻松制得各种茚衍生物和二取代的苯并[ b ]呋喃。