methyl 2-(3-trifluoromethyl-1,3-dihydroisobenzofuran-3-yl)acetate

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异香豆素
• 英文名称: methyl 2-(3-trifluoromethyl-1,3-dihydroisobenzofuran-3-yl)acetate
• 英文别名: Methyl 2-[3-(trifluoromethyl)-1,3-dihydro-2-benzofuran-1-yl]acetate；methyl 2-[3-(trifluoromethyl)-1,3-dihydro-2-benzofuran-1-yl]acetate
• 化学式: C₁₂H₁₁F₃O₃
• 分子量: 260.213
• InChiKey: FAUKTJRQIMFWHG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  2-Formyl-zimtsaeure-methylester 、 (三氟甲基)三甲基硅烷 在 cesium fluoride 作用下， 以 四氢呋喃 为溶剂， 反应 10.0h， 以82%的产率得到methyl 2-(3-trifluoromethyl-1,3-dihydroisobenzofuran-3-yl)acetate
  参考文献：
  名称：

  Tandem nucleophilic addition-intramolecular oxa-Michael reaction: Novel synthetic route to trifluoromethylated phthalans

  摘要：

  The reaction of ortho-formyl cinnamates, ortho-formyl cinnamonitrile and ortho-formyl alpha-benzalketones with trifluoromethyltrimethylsilane in the presence of cesium fluoride results in the formation of trifluoromethylated phthalans in good yields. This approach provides a novel and facile access to the biologically important fluorine-containing phthalans. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2013.02.002

文献信息

• Tandem nucleophilic addition-intramolecular oxa-Michael reaction: Novel synthetic route to trifluoromethylated phthalans
  作者：Hongling Yuan、Yuefa Gong

  DOI：10.1016/j.jfluchem.2013.02.002

  日期：2013.5

  The reaction of ortho-formyl cinnamates, ortho-formyl cinnamonitrile and ortho-formyl alpha-benzalketones with trifluoromethyltrimethylsilane in the presence of cesium fluoride results in the formation of trifluoromethylated phthalans in good yields. This approach provides a novel and facile access to the biologically important fluorine-containing phthalans. (C) 2013 Elsevier B.V. All rights reserved.