dimethyl 2-(benzo[d][1,3]dioxol-5-yl)-2-(4-methoxyphenyl)-5-oxo-2,5-dihydrofuran-3,4-dicarboxylate | 1432732-97-2

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并间二氧杂环戊烯类
• 英文名称: dimethyl 2-(benzo[d][1,3]dioxol-5-yl)-2-(4-methoxyphenyl)-5-oxo-2,5-dihydrofuran-3,4-dicarboxylate
• 英文别名: Dimethyl 2-(1,3-benzodioxol-5-yl)-2-(4-methoxyphenyl)-5-oxofuran-3,4-dicarboxylate；dimethyl 2-(1,3-benzodioxol-5-yl)-2-(4-methoxyphenyl)-5-oxofuran-3,4-dicarboxylate
• CAS: 1432732-97-2
• 化学式: C₂₂H₁₈O₉
• 分子量: 426.38
• InChiKey: MIQSHEDRXZBZNP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  31
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  107
• 氢给体数：
  0
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  1,3-二氢异苯并呋喃 、 (Z)-4-Methoxy-3-(4-methoxybenzoyl)-2-(methoxycarbonyl)-4-oxobut-2-enoic acid 在 三氟甲磺酸酐 作用下， 以 二氯甲烷 为溶剂， 反应 20.0h， 生成 dimethyl 2-(benzo[d][1,3]dioxol-5-yl)-2-(4-methoxyphenyl)-5-oxo-2,5-dihydrofuran-3,4-dicarboxylate 、 dimethyl 3-(benzo[d][1,3]dioxol-5-yl)-5-(4-methoxyphenyl)-2-oxo-2,3-dihydrofuran-3,4-dicarboxylate
  参考文献：
  名称：

  A mild approach to diarylfuranones via functionalized 2-arylfurans

  摘要：

  5,5- and 3,5-Diarylfuranones have been obtained in a three-step one-pot manner. The procedure starts from photooxygenation of easily accessible arylfurans followed by in situ base treatment and finally by triflic anhydride mediated acylation of activated aromatic substrates. The regioselectivity of the acylation reaction depends on the reaction conditions and/or activation of both acid and aromatic reagents. The 5,5-diarylfuranone products have the same carbon skeleton as some rearranged tetrahydrofuran lignans. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2013.03.101

文献信息

• A mild approach to diarylfuranones via functionalized 2-arylfurans
  作者：Marina DellaGreca、Simona Zuppolini、Armando Zarrelli、Maria R. Iesce、Lucio Previtera

  DOI：10.1016/j.tet.2013.03.101

  日期：2013.6

  5,5- and 3,5-Diarylfuranones have been obtained in a three-step one-pot manner. The procedure starts from photooxygenation of easily accessible arylfurans followed by in situ base treatment and finally by triflic anhydride mediated acylation of activated aromatic substrates. The regioselectivity of the acylation reaction depends on the reaction conditions and/or activation of both acid and aromatic reagents. The 5,5-diarylfuranone products have the same carbon skeleton as some rearranged tetrahydrofuran lignans. (C) 2013 Elsevier Ltd. All rights reserved.