(E)-diethyl 5-(prop-1-en-1-yl)-4-m-tolylfuran-2,3-dicarboxylate | 1369592-32-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃
• 英文名称: (E)-diethyl 5-(prop-1-en-1-yl)-4-m-tolylfuran-2,3-dicarboxylate
• 英文别名: diethyl 4-(3-methylphenyl)-5-[(E)-prop-1-enyl]furan-2,3-dicarboxylate
• CAS: 1369592-32-4
• 化学式: C₂₀H₂₂O₅
• 分子量: 342.392
• InChiKey: VHRNVANWDZLFBK-WEVVVXLNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.8
• 重原子数：
  25
• 可旋转键数：
  8
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  65.7
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  1-(3-Methylphenyl)pent-1-yn-3-ol 在 三乙烯二胺 、 copper(II) choride dihydrate 、 氧气 、 sodium carbonate 、 palladium dichloride 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 0.17h， 生成 (Z)-diethyl 5-(prop-1-en-1-yl)-4-m-tolylfuran-2,3-dicarboxylate 、 (E)-diethyl 5-(prop-1-en-1-yl)-4-m-tolylfuran-2,3-dicarboxylate
  参考文献：
  名称：

  Palladium-catalyzed one-pot synthesis of polysubstituted furans from alkynoates and 2-yn-1-ols

  摘要：

  Easily accessible propargyl vinyl ethers are found to be acyclic precursors to construct furan derivatives. According to the reactive behavior of the substrates and the regulation of reaction conditions, three synthetic routes to polysubstituted furans via palladium-catalyzed reactions of propargyl vinyl ethers in situ-prepared from alkynoates and 2-yn-1-ols are presented herein. These methods could have potential application in synthetic and pharmaceutical chemistry for its facilitation and accessible starting materials. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2011.12.033

文献信息

• Palladium-catalyzed one-pot synthesis of polysubstituted furans from alkynoates and 2-yn-1-ols
  作者：Huawen Huang、Huanfeng Jiang、Hua Cao、Jinwu Zhao、Dabin Shi

  DOI：10.1016/j.tet.2011.12.033

  日期：2012.4

  Easily accessible propargyl vinyl ethers are found to be acyclic precursors to construct furan derivatives. According to the reactive behavior of the substrates and the regulation of reaction conditions, three synthetic routes to polysubstituted furans via palladium-catalyzed reactions of propargyl vinyl ethers in situ-prepared from alkynoates and 2-yn-1-ols are presented herein. These methods could have potential application in synthetic and pharmaceutical chemistry for its facilitation and accessible starting materials. (C) 2011 Elsevier Ltd. All rights reserved.