Methyl 3,3-bis(1,3-benzodioxol-5-yl)prop-2-enoate | 1318223-41-4

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: Methyl 3,3-bis(1,3-benzodioxol-5-yl)prop-2-enoate
• 英文别名: methyl 3,3-bis(1,3-benzodioxol-5-yl)prop-2-enoate
• CAS: 1318223-41-4
• 化学式: C₁₈H₁₄O₆
• 分子量: 326.306
• InChiKey: CYTXRLGZSWBTJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  24
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.17
• 拓扑面积：
  63.2
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  3,4-(亚甲二氧基)苯重氮四氟硼酸盐 、 丙烯酸甲酯（MA） 在 palladium diacetate 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以58%的产率得到Methyl 3,3-bis(1,3-benzodioxol-5-yl)prop-2-enoate
  参考文献：
  名称：

  Facile synthesis of symmetrical 3,3-diarylacrylates by a Heck-Matsuda reaction: an expedient route to biologically active indanones

  摘要：

  A simple and straightforward synthesis of symmetrical 3,3-diarylacrylates based on a Heck-Matsuda reaction of arenediazonium salts bearing electron-donating groups with methylacrylates is described. The reaction employs Pd(OAc)(2) as catalyst and goes to completion within 1 h affording the corresponding unsaturated diaryl esters in good to high yields. This method permitted the expeditious and efficient synthesis of the anticancer 3-arylindanone 5 in two operative steps in 43% overall yield. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.05.039

文献信息

• Facile synthesis of symmetrical 3,3-diarylacrylates by a Heck-Matsuda reaction: an expedient route to biologically active indanones
  作者：Jason G. Taylor、Rodrigo da Silva Ribeiro、Carlos Roque D. Correia

  DOI：10.1016/j.tetlet.2011.05.039

  日期：2011.7

  A simple and straightforward synthesis of symmetrical 3,3-diarylacrylates based on a Heck-Matsuda reaction of arenediazonium salts bearing electron-donating groups with methylacrylates is described. The reaction employs Pd(OAc)(2) as catalyst and goes to completion within 1 h affording the corresponding unsaturated diaryl esters in good to high yields. This method permitted the expeditious and efficient synthesis of the anticancer 3-arylindanone 5 in two operative steps in 43% overall yield. (C) 2011 Elsevier Ltd. All rights reserved.