4-Furan-2-yl-3-furan-2-ylmethyl-2-methoxy-cyclopent-2-enone | 819814-18-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 杂芳族化合物
• 英文名称: 4-Furan-2-yl-3-furan-2-ylmethyl-2-methoxy-cyclopent-2-enone
• 英文别名: 4-(Furan-2-yl)-3-[(furan-2-yl)methyl]-2-methoxycyclopent-2-en-1-one；4-(furan-2-yl)-3-(furan-2-ylmethyl)-2-methoxycyclopent-2-en-1-one
• CAS: 819814-18-1
• 化学式: C₁₅H₁₄O₄
• 分子量: 258.274
• InChiKey: UGXSKVMFCNXTFE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  19
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  52.6
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 14.0h， 生成 4-Furan-2-yl-3-furan-2-ylmethyl-2-methoxy-cyclopent-2-enone 、 (4S,5R)-4-Furan-2-yl-5-furan-2-ylmethyl-2-methoxy-cyclopent-2-enone
  参考文献：
  名称：

  Copper-catalyzed dimerization of chromium Fischer carbene complexes: synthesis of dialkoxytrienes and their Nazarov-type cyclization to 2-alkoxy-2-cyclopentenones

  摘要：

  Fischer carbene complexes 1 underwent a clean ligand dimerization reaction yielding functionalized olefins and trienes 4 in the presence of copper (1) catalysts. If treated with trifluoroacetic acid (TFA), trienes 4c, d, f undergo a cyclization process (Nazarov reaction) which furnishes cyclopentenone derivatives 6c, d, 7c, d and 8 in good yields. Finally, the Fischer aminocarbene 9 efficiently cyclodimerizes to the substituted arene 10 in the presence of CuBr. (C) 2004 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2004.07.005

文献信息

• Copper-catalyzed dimerization of chromium Fischer carbene complexes: synthesis of dialkoxytrienes and their Nazarov-type cyclization to 2-alkoxy-2-cyclopentenones
  作者：José Barluenga、Pablo Barrio、Rubén Vicente、Luis A. López、Miguel Tomás

  DOI：10.1016/j.jorganchem.2004.07.005

  日期：2004.11

  Fischer carbene complexes 1 underwent a clean ligand dimerization reaction yielding functionalized olefins and trienes 4 in the presence of copper (1) catalysts. If treated with trifluoroacetic acid (TFA), trienes 4c, d, f undergo a cyclization process (Nazarov reaction) which furnishes cyclopentenone derivatives 6c, d, 7c, d and 8 in good yields. Finally, the Fischer aminocarbene 9 efficiently cyclodimerizes to the substituted arene 10 in the presence of CuBr. (C) 2004 Elsevier B.V. All rights reserved.