2-(thiophen-2-yl)cyclohex-2-en-1-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(thiophen-2-yl)cyclohex-2-en-1-one
• 英文别名: 2-Thiophen-2-ylcyclohex-2-en-1-one
• 化学式: C₁₀H₁₀OS
• 分子量: 178.255
• InChiKey: UQMIJOXJSWJIHQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  12
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-噻吩硼酸 、 1-(4-喹啉基)甲胺 在 palladium on activated charcoal sodium carbonate 作用下， 以 乙二醇二甲醚 、 水 为溶剂， 反应 12.0h， 以81%的产率得到2-(thiophen-2-yl)cyclohex-2-en-1-one
  参考文献：
  名称：

  Practical and Efficient Suzuki−Miyaura Cross-Coupling of 2-Iodocycloenones with Arylboronic Acids Catalyzed by Recyclable Pd(0)/C

  摘要：

  The first Suzuki-Miyaura cross-coupling of 2-iodocycloenones with arylboronic acids catalyzed by 10% Pd(O)/C is described as an interesting alternative to classical homogeneous conditions. Most of the substrate reacted under mild condition at 25 degrees C under air in aqueous DME. The conditions described tolerate a wide range of iodoenones and boronic acids. Notably, the procedure features inexpensive reagents and solvents with low toxicity rendering the method environmentally benign. Additionally 10% Pd(O)/C could be recovered and efficiently reused at least five times without significant alteration of the yields of the cross-coupled product.

  DOI：

  10.1021/jo051501b

文献信息

• Practical and Efficient Suzuki−Miyaura Cross-Coupling of 2-Iodocycloenones with Arylboronic Acids Catalyzed by Recyclable Pd(0)/C
  作者：François-Xavier Felpin

  DOI：10.1021/jo051501b

  日期：2005.10.1

  The first Suzuki-Miyaura cross-coupling of 2-iodocycloenones with arylboronic acids catalyzed by 10% Pd(O)/C is described as an interesting alternative to classical homogeneous conditions. Most of the substrate reacted under mild condition at 25 degrees C under air in aqueous DME. The conditions described tolerate a wide range of iodoenones and boronic acids. Notably, the procedure features inexpensive reagents and solvents with low toxicity rendering the method environmentally benign. Additionally 10% Pd(O)/C could be recovered and efficiently reused at least five times without significant alteration of the yields of the cross-coupled product.