ethyl 3-oxo-2-[(2-propan-2-yloxyphenyl)methylidene]butanoate | 1173178-82-9

• 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: ethyl 3-oxo-2-[(2-propan-2-yloxyphenyl)methylidene]butanoate
• CAS: 1173178-82-9
• 化学式: C₁₆H₂₀O₄
• 分子量: 276.332
• InChiKey: WUPXHLWFZDRIFR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.01
• 重原子数：
  20.0
• 可旋转键数：
  6.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  ethyl 3-oxo-2-[(2-propan-2-yloxyphenyl)methylidene]butanoate 在 scandium tris(trifluoromethanesulfonate) 作用下， 以 二氯甲烷 为溶剂， 反应 36.0h， 以90%的产率得到ethyl 3-acetyl-2,2-dimethyl-4H-chromene-3-carboxylate
  参考文献：
  名称：

  C−H Bond Functionalization via Hydride Transfer: Synthesis of Dihydrobenzopyrans from ortho-Vinylaryl Akyl Ethers

  摘要：

  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).

  DOI：

  10.1021/ol900915p
• 作为产物：
  描述：

  乙酰乙酸乙酯 、 2-异丙氧基苯甲醛 在 哌啶 、 溶剂黄146 作用下， 以 苯 为溶剂， 以84%的产率得到ethyl 3-oxo-2-[(2-propan-2-yloxyphenyl)methylidene]butanoate
  参考文献：
  名称：

  C−H Bond Functionalization via Hydride Transfer: Synthesis of Dihydrobenzopyrans from ortho-Vinylaryl Akyl Ethers

  摘要：

  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).

  DOI：

  10.1021/ol900915p

文献信息

• US3939171A
  申请人：——

  公开号：US3939171A

  公开（公告）日：1976-02-17
• US3946026A
  申请人：——

  公开号：US3946026A

  公开（公告）日：1976-03-23
• US3948923A
  申请人：——

  公开号：US3948923A

  公开（公告）日：1976-04-06
• US3935220A
  申请人：——

  公开号：US3935220A

  公开（公告）日：1976-01-27
• US3935223A
  申请人：——

  公开号：US3935223A

  公开（公告）日：1976-01-27