(4-isobutyryl-5-isopropylfuran-2-yl)methyl 2,2,2-trifluoroacetate | 1332456-04-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (4-isobutyryl-5-isopropylfuran-2-yl)methyl 2,2,2-trifluoroacetate
• CAS: 1332456-04-8
• 化学式: C₁₄H₁₇F₃O₄
• 分子量: 306.282
• InChiKey: UHEAVFDLLAGJJA-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.85
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  56.51
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  (4-isobutyryl-5-isopropylfuran-2-yl)methyl 2,2,2-trifluoroacetate 在 乙醇 、 potassium carbonate 作用下， 反应 0.5h， 生成 1-[5-(Hydroxymethyl)-2-propan-2-ylfuran-3-yl]-2-methylpropan-1-one
  参考文献：
  名称：

  PIFA-mediated oxidative cycloisomerization of 2-propargyl-1,3-dicarbonyl compounds: divergent synthesis of furfuryl alcohols and furfurals

  摘要：

  PhI(OCOCF3)(2) (PIFA) in the presence of trifluoroacetic acid (TFA) in CH2Cl2 efficiently promotes the oxidative cycloisomerization of 2-propargyl 1,3-dicarbonyl compounds to give 4,5-disubstituted furfuryl alcohols. PIFA in hexafluoroisopropanol (HFIP) or PIFA-BF3 center dot OEt\(2) in CH2Cl2 bring about the direct formation of furfurals from 2-propargyl 1,3-dicarbonyl compounds. In a few cases, PhI=O is suitable for the direct formation of furfurals. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.06.117
• 作为产物：
  描述：

  、 [双(三氟乙酰氧基)碘]苯 在 三氟乙酸 作用下， 以 二氯甲烷 为溶剂， 生成 (4-isobutyryl-5-isopropylfuran-2-yl)methyl 2,2,2-trifluoroacetate
  参考文献：
  名称：

  PIFA-mediated oxidative cycloisomerization of 2-propargyl-1,3-dicarbonyl compounds: divergent synthesis of furfuryl alcohols and furfurals

  摘要：

  PhI(OCOCF3)(2) (PIFA) in the presence of trifluoroacetic acid (TFA) in CH2Cl2 efficiently promotes the oxidative cycloisomerization of 2-propargyl 1,3-dicarbonyl compounds to give 4,5-disubstituted furfuryl alcohols. PIFA in hexafluoroisopropanol (HFIP) or PIFA-BF3 center dot OEt\(2) in CH2Cl2 bring about the direct formation of furfurals from 2-propargyl 1,3-dicarbonyl compounds. In a few cases, PhI=O is suitable for the direct formation of furfurals. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.06.117