allyl 5-methyl-3,3'-dioxo-3H,3'H-spiro[furan-2,1'-isobenzofuran]-4-carboxylate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并呋喃
• 英文名称: allyl 5-methyl-3,3'-dioxo-3H,3'H-spiro[furan-2,1'-isobenzofuran]-4-carboxylate
• 英文别名: Prop-2-enyl 2'-methyl-3,4'-dioxospiro[2-benzofuran-1,5'-furan]-3'-carboxylate；prop-2-enyl 2'-methyl-3,4'-dioxospiro[2-benzofuran-1,5'-furan]-3'-carboxylate
• 化学式: C₁₆H₁₂O₆
• 分子量: 300.268
• InChiKey: QQYLPGJFDOGERO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.19
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  allyl 3a,8b-dihydroxy-2-methyl-4-oxo-4,8b-dihydro-3aH-indeno[1,2-b]furan-3-carboxylate 在 sodium periodate 作用下， 以 水 为溶剂， 反应 2.0h， 以85%的产率得到allyl 5-methyl-3,3'-dioxo-3H,3'H-spiro[furan-2,1'-isobenzofuran]-4-carboxylate
  参考文献：
  名称：

  A new, one-pot, efficient method for the synthesis of 5-methyl-3H,3′H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione derivatives in water

  摘要：

  A simple and efficient procedure for the synthesis of 5-methyl-3,3'-dioxo-3H,3'H-spiro[furan-2,1'-isobenzofuran]-3,3'-dione derivatives, proceeding via a condensation reaction between ninhydrin and various 1,3-dicarbonyl compounds followed by oxidative cleavage of the corresponding 3a,8b-dihydroxy-2-methyl-4-oxo-4,8b-dihydro-3aH-indeno[1,2-b]furans is presented. The syntheses were carried out in water at room temperature and proceeded with short reaction times to give the products with high yields. The structural assignments were supported by IR, H-1 NMR, C-13 NMR, and mass spectrometry data. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2015.11.094

文献信息

• A new, one-pot, efficient method for the synthesis of 5-methyl-3H,3′H-spiro[furan-2,1′-isobenzofuran]-3,3′-dione derivatives in water
  作者：Mohammad Reza Mohammadizadeh、Dariush Saberi、S. Zainabkhatoon Taghavi

  DOI：10.1016/j.tetlet.2015.11.094

  日期：2016.1

  A simple and efficient procedure for the synthesis of 5-methyl-3,3'-dioxo-3H,3'H-spiro[furan-2,1'-isobenzofuran]-3,3'-dione derivatives, proceeding via a condensation reaction between ninhydrin and various 1,3-dicarbonyl compounds followed by oxidative cleavage of the corresponding 3a,8b-dihydroxy-2-methyl-4-oxo-4,8b-dihydro-3aH-indeno[1,2-b]furans is presented. The syntheses were carried out in water at room temperature and proceeded with short reaction times to give the products with high yields. The structural assignments were supported by IR, H-1 NMR, C-13 NMR, and mass spectrometry data. (C) 2015 Elsevier Ltd. All rights reserved.