(3Z)-4-[(pentafluorophenyl)-amino]pent-3-en-2-one

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: (3Z)-4-[(pentafluorophenyl)-amino]pent-3-en-2-one
• 英文别名: 4-pentafluorophenylamino-pent-3-en-2-one；(Z)-4-(2,3,4,5,6-pentafluoroanilino)pent-3-en-2-one
• 化学式: C₁₁H₈F₅NO
• 分子量: 265.183
• InChiKey: RNWJFPLLDDNAQO-ARJAWSKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  18
• 可旋转键数：
  3
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  2,3,4,5,6-五氟苯胺 、 乙酰丙酮 在 苯磺酸 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以25%的产率得到(3Z)-4-[(pentafluorophenyl)-amino]pent-3-en-2-one
  参考文献：
  名称：

  Palladium catalyzed Suzuki cross-coupling reactions using N,O-bidentate ligands

  摘要：

  Palladium-catalyzed Suzuki cross-coupling reactions employing Schiff-bases as ligands toward a series of substituted arylbromides and boronic acids were pursued. In the presence of a N,O-bidentate ligand, 2-[1-(2,4,6-trimethyl-phenylimino)-ethyl] -phenol 5, the catalytic reactions could be carried out efficiently at room temperature with a wide array of arylbromides, even with electronically deactivated arenes. A deprotonated 5, 5', chelated palladium acetate complex, [5'Pd(II)(OAc)(solv)] 8, was proposed as a precursor of a genuine catalytically active species. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.08.005

文献信息

• Palladium catalyzed Suzuki cross-coupling reactions using N,O-bidentate ligands
  作者：Yi-Chun Lai、Hsuan-Ying Chen、Wen-Chou Hung、Chu-Chieh Lin、Fung-E Hong

  DOI：10.1016/j.tet.2005.08.005

  日期：2005.10

  Palladium-catalyzed Suzuki cross-coupling reactions employing Schiff-bases as ligands toward a series of substituted arylbromides and boronic acids were pursued. In the presence of a N,O-bidentate ligand, 2-[1-(2,4,6-trimethyl-phenylimino)-ethyl] -phenol 5, the catalytic reactions could be carried out efficiently at room temperature with a wide array of arylbromides, even with electronically deactivated arenes. A deprotonated 5, 5', chelated palladium acetate complex, [5'Pd(II)(OAc)(solv)] 8, was proposed as a precursor of a genuine catalytically active species. (c) 2005 Elsevier Ltd. All rights reserved.