di-tert-butyl 2-(1,3-dihydro-1-oxoisobenzofuran-3-yl)malonate | 1384462-46-7

• 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: di-tert-butyl 2-(1,3-dihydro-1-oxoisobenzofuran-3-yl)malonate
• 英文别名: ditert-butyl 2-(3-oxo-1H-2-benzofuran-1-yl)propanedioate
• CAS: 1384462-46-7
• 化学式: C₁₉H₂₄O₆
• 分子量: 348.396
• InChiKey: BWQRSAYZNICKAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3
• 重原子数：
  25
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.53
• 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：

  丙二酸二叔丁酯 、 2-醛基苯甲酸甲酯 在 potassium carbonate 作用下， 反应 5.0h， 以99%的产率得到di-tert-butyl 2-(1,3-dihydro-1-oxoisobenzofuran-3-yl)malonate
  参考文献：
  名称：

  Active methylene compounds in a very effective approach to 3-substituted isobenzofuranones through tandem aldol/lactonization reactions

  摘要：

  In this article we describe a new accessible methodology for the synthesis of isobenzofuran-1(3H)-ones. In this process we exploited an effective, economic, useful and environmentally benign K2CO3 catalyzed, solvent-free one-pot tandem aldol-lactonization reaction between active methylene compounds and methyl 2-carboxy benzaldehyde. A particularly simple work-up and purification procedure are additional advantages addressed to a general green chemistry approach to this important class of heterocyclic compounds. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2012.05.079

文献信息

• Active methylene compounds in a very effective approach to 3-substituted isobenzofuranones through tandem aldol/lactonization reactions
  作者：Antonia Di Mola、Gianluca Croce、Vijaykumar More、Paolo De Caprariis、Rosanna Filosa、Antonio Massa

  DOI：10.1016/j.tet.2012.05.079

  日期：2012.8

  In this article we describe a new accessible methodology for the synthesis of isobenzofuran-1(3H)-ones. In this process we exploited an effective, economic, useful and environmentally benign K2CO3 catalyzed, solvent-free one-pot tandem aldol-lactonization reaction between active methylene compounds and methyl 2-carboxy benzaldehyde. A particularly simple work-up and purification procedure are additional advantages addressed to a general green chemistry approach to this important class of heterocyclic compounds. (C) 2012 Elsevier Ltd. All rights reserved.