6-(4-methoxyphenyl)-3,5-dimethyl-2H-pyran-2-one | 1542233-51-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯酚醚
• 英文名称: 6-(4-methoxyphenyl)-3,5-dimethyl-2H-pyran-2-one
• 英文别名: 6-(4-Methoxyphenyl)-3,5-dimethylpyran-2-one；6-(4-methoxyphenyl)-3,5-dimethylpyran-2-one
• CAS: 1542233-51-1
• 化学式: C₁₄H₁₄O₃
• 分子量: 230.263
• InChiKey: WKDOOGRHDVHRMS-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  35.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  ethyl 5-hydroxy-5-(4-methoxyphenyl)-2,4-dimethyl-2,3-pentadienoate 在 三丁基膦 作用下， 以 乙腈 为溶剂， 反应 18.0h， 以56%的产率得到6-(4-methoxyphenyl)-3,5-dimethyl-2H-pyran-2-one
  参考文献：
  名称：

  Guanidine-Catalyzed γ-Selective Morita–Baylis–Hillman Reactions on α,γ-Dialkyl-Allenoates: Access to Densely Substituted Heterocycles

  摘要：

  N-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD) was discovered as an excellent catalyst for the Morita-Baylis-Hillman reaction for previously hard-to-activate ,-dialkyl allenoate substrates. The obtained densely substituted allenic alcohols, which are generally inaccessible with other Lewis base catalysts, could be further converted into 2,5-dihydrofuran and 2H-pyran-2-one heterocyclic structures with challenging substitution patterns.

  DOI：

  10.1055/s-0033-1339471

文献信息

• Guanidine-Catalyzed γ-Selective Morita–Baylis–Hillman Reactions on α,γ-Dialkyl-Allenoates: Access to Densely Substituted Heterocycles
  作者：Philipp Selig、Aleksej Turočkin、William Raven

  DOI：10.1055/s-0033-1339471

  日期：——

  N-Methyl-1,5,7-triazabicyclo[4.4.0]dec-5-ene (MTBD) was discovered as an excellent catalyst for the Morita-Baylis-Hillman reaction for previously hard-to-activate ,-dialkyl allenoate substrates. The obtained densely substituted allenic alcohols, which are generally inaccessible with other Lewis base catalysts, could be further converted into 2,5-dihydrofuran and 2H-pyran-2-one heterocyclic structures with challenging substitution patterns.