1-(5-acetylbenzofuran-2-ylmethyl)4-phenylpiperazine

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二嗪烷类
• 英文名称: 1-(5-acetylbenzofuran-2-ylmethyl)4-phenylpiperazine
• 英文别名: 1-[2-[(4-Phenylpiperazin-1-yl)methyl]-1-benzofuran-5-yl]ethanone
• 化学式: C₂₁H₂₂N₂O₂
• 分子量: 334.418
• InChiKey: BNLBACVCVSDUMM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  25
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  36.7
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4′-羟基-3′-碘苯乙酮 在 aluminum oxide 、 bis-triphenylphosphine-palladium(II) chloride 、 potassium fluoride 、 copper(l) iodide 、 三乙胺 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.17h， 生成 1-(5-acetylbenzofuran-2-ylmethyl)4-phenylpiperazine
  参考文献：
  名称：

  A microwave-enhanced, solventless Mannich condensation of terminal alkynes and secondary amines with para-formaldehyde on cuprous iodide doped alumina

  摘要：

  A microwave-enhanced, solventless Mannich condensation of terminal alkynes and secondary amines with para-formaidehyde on cuprous iodide doped alumina has been developed. beta-Aminoalkynes are generated in good yields. The reaction can be extended to include a cyclization, which affords 2-substituted benzo[b]furans. The chemoselectivity of the reaction indicates that terminal alkynes are much more reactive than enolizable ketones under the reaction conditions. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2005.10.049

文献信息

• A novel route to 2-(dialkylaminomethyl)benzo[b]furans via a microwave-enhanced, solventless Mannich condensation–cyclization on cuprous iodide doped alumina
  作者：George W Kabalka、Lei Wang、Richard M Pagni

  DOI：10.1016/s0040-4039(01)01226-6

  日期：2001.8

  A microwave-enhanced, solventless Mannich condensation-cyclization Sequence involving the reaction of o-ethynylphenol with secondary amines and para-formaldehyde on cuprous iodide doped alumina it) the absence of solvents has been developed. The procedure generates 2-(dialkylaminomethyl)benzo[b]furans in good yields. (C) 2001 Elsevier Science Ltd. All rights reserved.
• A microwave-enhanced, solventless Mannich condensation of terminal alkynes and secondary amines with para-formaldehyde on cuprous iodide doped alumina
  作者：George W. Kabalka、Li-Li Zhou、Lei Wang、Richard M. Pagni

  DOI：10.1016/j.tet.2005.10.049

  日期：2006.1

  A microwave-enhanced, solventless Mannich condensation of terminal alkynes and secondary amines with para-formaidehyde on cuprous iodide doped alumina has been developed. beta-Aminoalkynes are generated in good yields. The reaction can be extended to include a cyclization, which affords 2-substituted benzo[b]furans. The chemoselectivity of the reaction indicates that terminal alkynes are much more reactive than enolizable ketones under the reaction conditions. (c) 2005 Elsevier Ltd. All rights reserved.