4-(3-甲基戊-3,4-二烯基)-3-(丙-1-炔基)环己-2-烯酮 | 1037667-47-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 4-(3-甲基戊-3,4-二烯基)-3-(丙-1-炔基)环己-2-烯酮
• 英文名称: 4-(3-methylpenta-3,4-dienyl)-3-(prop-1-ynyl)cyclohex-2-enone
• CAS: 1037667-47-2
• 化学式: C₁₅H₁₈O
• 分子量: 214.307
• InChiKey: BTBAOJXVZDVONP-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  17.1
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  4-(3-甲基戊-3,4-二烯基)-3-(丙-1-炔基)环己-2-烯酮 、 一氧化碳 在 di(rhodium)tetracarbonyl dichloride 作用下， 以 甲苯 为溶剂， 反应 0.5h， 以67%的产率得到(3aZ)-6,6a,7,8-tetrahydro-1,4-dimethylbenzo[e]azulene-2,9(3H,5H)-dione
  参考文献：
  名称：

  A General Synthetic Route to Differentially Functionalized Angularly and Linearly Fused [6−7−5] Ring Systems: A Rh(I)-Catalyzed Cyclocarbonylation Reaction

  摘要：

  Investigations of a Rh(I)-catalyzed cyclocarbonylation reaction reveal its general synthetic utility for accessing highly functionalized tricyclic [6-7-5] linear and angular ring systems from allene-ynes. Three types of allene-ynes were prepared and subjected to Rh(I)-catalyzed cyclocarbonylation conditions. For three series of allene-ynes, the [6-7-5] ring systems were afforded in varying yields depending on the substrate structure. One series of allene-ynes afforded the [6-6-5] ring system possessing an alpha-alkylidene cyclopentenone as a result of a selective reaction with the proximal double bond of the allene.

  DOI：

  10.1021/jo8007258
• 作为产物：
  描述：

  3-乙氧基-6-(3-甲基戊-3,4-二烯基)环己-2-烯酮 、 1-丙炔溴化镁 在 盐酸 作用下， 以 四氢呋喃 、 乙醚 为溶剂， 以96%的产率得到4-(3-甲基戊-3,4-二烯基)-3-(丙-1-炔基)环己-2-烯酮
  参考文献：
  名称：

  A General Synthetic Route to Differentially Functionalized Angularly and Linearly Fused [6−7−5] Ring Systems: A Rh(I)-Catalyzed Cyclocarbonylation Reaction

  摘要：

  Investigations of a Rh(I)-catalyzed cyclocarbonylation reaction reveal its general synthetic utility for accessing highly functionalized tricyclic [6-7-5] linear and angular ring systems from allene-ynes. Three types of allene-ynes were prepared and subjected to Rh(I)-catalyzed cyclocarbonylation conditions. For three series of allene-ynes, the [6-7-5] ring systems were afforded in varying yields depending on the substrate structure. One series of allene-ynes afforded the [6-6-5] ring system possessing an alpha-alkylidene cyclopentenone as a result of a selective reaction with the proximal double bond of the allene.

  DOI：

  10.1021/jo8007258