N-[(2-bromo-4-fluorophenyl)methyl]-1-cyclohexylmethanamine | 1096834-85-3

• 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: N-[(2-bromo-4-fluorophenyl)methyl]-1-cyclohexylmethanamine
• CAS: 1096834-85-3
• 化学式: C₁₄H₁₉BrFN
• mdl: MFCD12408905
• 分子量: 300.214
• InChiKey: VJJWVHQJSCVHRQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.5
• 重原子数：
  17
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.571
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  N-[(2-bromo-4-fluorophenyl)methyl]-1-cyclohexylmethanamine 、 苯乙炔 、 乙醛酸 在 三苯基膦 、 copper(I) bromide 作用下， 以 甲苯 为溶剂， 反应 0.5h， 以81%的产率得到N-(2-bromo-4-fluorobenzyl)-N-(cyclohexylmethyl)-1,5-diphenylpent-1-en-4-yn-3-amine
  参考文献：
  名称：

  Regioselective Cu(I)-Catalyzed Tandem A³-Coupling/Decarboxylative Coupling to 3-Amino-1,4-Enynes

  摘要：

  An efficient and novel copper-mediated protocol for the synthesis of 3-amino-1,4-enynes from glyoxylic acid, an amine, and an alkyne was developed. This new reaction involving two sequential C-C bond formations is air and moisture tolerant and proceeds via a tandem A(3)-coupling and a selective decarboxylative coupling.

  DOI：

  10.1021/ol3006612
• 作为产物：
  描述：

  2-溴-4-氟苯甲醛 在 sodium tetrahydroborate 作用下， 以 甲醇 、 甲苯 为溶剂， 反应 5.0h， 生成 N-[(2-bromo-4-fluorophenyl)methyl]-1-cyclohexylmethanamine
  参考文献：
  名称：

  Regioselective Cu(I)-Catalyzed Tandem A³-Coupling/Decarboxylative Coupling to 3-Amino-1,4-Enynes

  摘要：

  An efficient and novel copper-mediated protocol for the synthesis of 3-amino-1,4-enynes from glyoxylic acid, an amine, and an alkyne was developed. This new reaction involving two sequential C-C bond formations is air and moisture tolerant and proceeds via a tandem A(3)-coupling and a selective decarboxylative coupling.

  DOI：

  10.1021/ol3006612

文献信息

• Regioselective Cu(I)-Catalyzed Tandem A³-Coupling/Decarboxylative Coupling to 3-Amino-1,4-Enynes
  作者：Huangdi Feng、Denis S. Ermolat’ev、Gonghua Song、Erik V. Van der Eycken

  DOI：10.1021/ol3006612

  日期：2012.4.6

  An efficient and novel copper-mediated protocol for the synthesis of 3-amino-1,4-enynes from glyoxylic acid, an amine, and an alkyne was developed. This new reaction involving two sequential C-C bond formations is air and moisture tolerant and proceeds via a tandem A(3)-coupling and a selective decarboxylative coupling.