3-(2-methyl-[1,3]dioxolan-2-yl)-chromen-4-one | 1450634-59-9

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: 3-(2-methyl-[1,3]dioxolan-2-yl)-chromen-4-one
• 英文别名: 3-(2-Methyl-1,3-dioxolan-2-yl)chromen-4-one；3-(2-methyl-1,3-dioxolan-2-yl)chromen-4-one
• CAS: 1450634-59-9
• 化学式: C₁₃H₁₂O₄
• 分子量: 232.236
• InChiKey: DCFVGUVKASFIGO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.2
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.31
• 拓扑面积：
  44.8
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-碘代色酮,97 在 bis-triphenylphosphine-palladium(II) chloride 、 potassium fluoride 、 copper(l) iodide 作用下， 以 甲醇 为溶剂， 反应 18.0h， 生成 3-(2-methyl-[1,3]dioxolan-2-yl)-chromen-4-one
  参考文献：
  名称：

  An unexpected one step domino conversion of TMS-alkynes to protected ketones in 4-chromenone system

  摘要：

  An unexpected metal-free high yielding one step domino procedure for TMS-deprotection and simultaneous conversion of resulting alkynes to protected carbonyls (ketals) in 4-chromenone systems is reported. A mechanistic rationale involving an allene intermediate is also proposed based on dynamic NMR and mass spectra. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.07.082

文献信息

• An unexpected one step domino conversion of TMS-alkynes to protected ketones in 4-chromenone system
  作者：Prabuddha Bhattacharya、Amit Basak

  DOI：10.1016/j.tetlet.2013.07.082

  日期：2013.9

  An unexpected metal-free high yielding one step domino procedure for TMS-deprotection and simultaneous conversion of resulting alkynes to protected carbonyls (ketals) in 4-chromenone systems is reported. A mechanistic rationale involving an allene intermediate is also proposed based on dynamic NMR and mass spectra. (C) 2013 Elsevier Ltd. All rights reserved.