1-(2-methyl-4H-chromen-3-yl)ethanone | 73374-14-8

• 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: 1-(2-methyl-4H-chromen-3-yl)ethanone
• CAS: 73374-14-8
• 化学式: C₁₂H₁₂O₂
• 分子量: 188.226
• InChiKey: RPDBQSPELCOEBO-UHFFFAOYSA-N

物化性质

• 沸点：
  114-116 °C(Press: 0.5 Torr)
• 密度：
  1.121±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  14
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  (E)-4-(morpholino)pent-3-en-2-one 、 水杨醇 在 乙酸酐 作用下， 以 溶剂黄146 为溶剂， 反应 2.0h， 以40%的产率得到1-(2-methyl-4H-chromen-3-yl)ethanone
  参考文献：
  名称：

  Loic, Rene, Synthesis, 1989, # 1, p. 69 - 70

  摘要：

  DOI：

文献信息

• An unusual Me₃SiI-promoted [4+2] annulation and reduction: an efficient approach to construct 4H-benzopyrans
  作者：Feijun Wang、Mingliang Qu、Feng Chen、Li Li、Min Shi

  DOI：10.1039/c1cc16028a

  日期：——

  Me3SiI-promoted reaction of salicylic aldehydes with β-dicarbonyl compounds provided a facile way to construct 4H-benzopyrans in moderate to good yields. This tandem reaction proceeds with high efficiency through nucleophilic addition, silyl enol ether formation, substitution, reduction, and intramolecular nucleophilic cyclization.

  Me3SiI-promoted reaction of salicylic aldehydes with β-dicarbonyl compounds provided a facile way to construct 4H-benzopyrans in moderate to good yields. This tandem reaction proceeds with high efficiency through nucleophilic addition, silyl enol ether formation, substitution, reduction, and intramolecular nucleophilic cyclization.
• C−H Bond Functionalization via Hydride Transfer: Synthesis of Dihydrobenzopyrans from <i>ortho</i>-Vinylaryl Akyl Ethers
  作者：Kevin M. McQuaid、Jonathan Z. Long、Dalibor Sames

  DOI：10.1021/ol900915p

  日期：2009.7.16

  The hydride transfer initiated cyclization ("HT-cyclization") of aryl alkyl ethers, which leads to direct coupling of sp(3) C-H bonds and activated alkenes, is reported. Readily available salicylaldehyde derived ethers are converted in one step to dihydrobenzopyrans, an important class of heteroarenes frequently found in biologically active compounds. This process has not been previously reported, in contrast to known HT-cyclizations of the corresponding tert-amines ("tert-amino effect" reactions).
• HERCOUET A.; CORRE M. LE, TETRAHEDRON LETT., 1979, NO 32, 2995-2998
  作者：HERCOUET A.、 CORRE M. LE

  DOI：——

  日期：——
• RENE, LOIC, SYNTHESIS,(1989) C. 69-70
  作者：RENE, LOIC

  DOI：——

  日期：——