3-(Cyclohexen-1-yl)cyclobut-2-en-1-one | 1289448-18-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(Cyclohexen-1-yl)cyclobut-2-en-1-one
• 英文别名: 3-(cyclohexen-1-yl)cyclobut-2-en-1-one
• CAS: 1289448-18-5
• 化学式: C₁₀H₁₂O
• 分子量: 148.205
• InChiKey: UEBXXWWUDHVLBN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  11
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 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：

  3-(Cyclohexen-1-yl)cyclobut-2-en-1-one 、 三甲基(4,4,5,5-四甲基)-1,3,2-二氧硼烷-2-基)乙炔硅烷 在 bis(1,5-cyclooctadiene)nickel (0) 作用下， 以 乙醚 为溶剂， 反应 16.0h， 以59%的产率得到5-(Cyclohexen-1-yl)-3-(4,4,5,5-tetramethyl-1,3,2-dioxaborolan-2-yl)-2-trimethylsilylphenol
  参考文献：
  名称：

  镍催化的苯并环化方法用于芳香族硼酸酯

  摘要：

  关闭和开启：alkynylboronates的镍催化的苯并环化提供了官能化具有高水平的化疗和区域选择性酚。虽然在环加成过程中不会发生有机硼中间体向有机镍的重金属化，但可以通过添加碱来“接通”，因此可以实现单锅苯并环化和交叉偶联（参见方案； Pin = pinacolato，Ms = mesyl） 。

  DOI：

  10.1002/anie.201007598

文献信息

• [EN] COMPOUNDS AND METHODS OF MAKING THE SAME<br/>[FR] COMPOSÉS ET LEURS PROCÉDÉS DE PRÉPARATION
  申请人：UNIV SHEFFIELD

  公开号：WO2012073038A2

  公开（公告）日：2012-06-07

  The invention provides a process of making an ortho- and/or meta-boronic acid phenol or derivative of such boronic acid comprising: reacting a cyclobutenone with an alkynyl boronic acid or derivative thereof in the presence of a transition metal olefin complex catalyst. The invention also provides a compound having the structure of Formula (Ia) or Formula (Ib): (Ia) (Ib) wherein R1, R2, R3 and R4 are each independently selected from the group consisting of: H and a substituent and R is a boronic acid or derivative thereof and a compound having the structure of Formula (IIa) or Formula (IIb): (IIa) (IIb) wherein R1, R2 and R4 are each independently selected from the group consisting of: H and a substituent and R is a boronic acid or derivative thereof. In addition, the invention provides products or compositions of matter comprising compounds having the structure of Formula (Ia), (Ib), (IIa) or (IIb) and a detectable amount of a transition metal, as well as a compound library comprising at least two compounds of the invention, a process of making an ortho- and/or meta-aryl phenol comprising: reacting a cyclobutenone with an alkynyl boronic acid or derivative thereof in the presence of a transition metal olefin complex catalyst and an aryl cross-coupling partner, and a process of making an ortho- and/or meta-aryl phenol comprising: reacting an ortho- and/or meta- boronic acid phenol or derivative thereof with an aryl cross-coupling partner.