N-benzyl-N,5-dimethyl-1-phenylhex-1-yn-3-amine | 1206905-69-2

• 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-benzyl-N,5-dimethyl-1-phenylhex-1-yn-3-amine
• CAS: 1206905-69-2
• 化学式: C₂₁H₂₅N
• 分子量: 291.436
• InChiKey: CNOBRMXCEMKORT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  22
• 可旋转键数：
  6
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  4-甲基-2-氧代戊酸 、 苯乙炔 、 N-甲基苄胺 在 copper(I) bromide 作用下， 以 甲苯 为溶剂， 反应 0.42h， 以94%的产率得到N-benzyl-N,5-dimethyl-1-phenylhex-1-yn-3-amine
  参考文献：
  名称：

  2-氧代乙酸，胺和炔烃的微波辅助脱羧三组分偶联

  摘要：

  已经开发了新颖且有效的2-氧代乙酸，胺和炔烃的微波辅助脱羧三组分偶联（OA 2-偶联）。这种新的多组分偶联构成了在催化量的铜（I）催化剂存在下合成多取代的炔丙基胺的有效方法。

  DOI：

  10.1021/jo2013725

文献信息

• Copper(I)-Catalyzed Decarboxylative Coupling of Propiolic Acids with Secondary Amines and Aldehydes
  作者：Denis S. Ermolat'ev、Huangdi Feng、Gonghua Song、Erik V. Van der Eycken

  DOI：10.1002/ejoc.201402338

  日期：2014.8

  propargylamines has been developed by copper(I)-catalyzed decarboxylative A3-coupling reaction of an alkynylcarboxylic acid with a secondary amine and an aldehyde. A wide range of diversely substituted propargylamines could be synthesized in high yields. The optimal reaction conditions are also effective for 3-alkylpropiolic acids and for terminal propiolic acid.

  通过炔基羧酸与仲胺和醛的铜 (I) 催化脱羧 A3 偶联反应，开发了一种高效的微波辅助合成叔炔胺。可以高产率合成多种不同取代的炔丙胺。最佳反应条件对 3-烷基丙炔酸和末端丙炔酸也有效。
• Aldehyde- and Ketone-Induced Tandem Decarboxylation-Coupling (Csp³−Csp) of Natural α-Amino Acids and Alkynes
  作者：Hai-Peng Bi、Qingfeng Teng、Min Guan、Wen-Wen Chen、Yong-Min Liang、Xiaojun Yao、Chao-Jun Li

  DOI：10.1021/jo902319h

  日期：2010.2.5

  An interesting aldehyde- and ketone-induced intermolecular tandem decarboxylation-coupling (Csp(3)-Csp) catalyzed by copper with use of natural alpha-amino acids as starting materials is developed under neutral conditions with the production of CO2 and H2O as the only by products. Various functionalized nitrogen-containing compounds were obtained by this method. In these processes, interesting regioselectivites of the alkylation were observed, which has been rationalized by the relative stability of proposed resonance structures based on computation methods.
• Microwave-Assisted Decarboxylative Three-Component Coupling of a 2-Oxoacetic Acid, an Amine, and an Alkyne
  作者：Huangdi Feng、Denis S. Ermolat’ev、Gonghua Song、Erik V Van der Eycken

  DOI：10.1021/jo2013725

  日期：2011.9.16

  A novel and efficient microwave-assisted decarboxylative three-component coupling of a 2-oxoacetic acid, an amine, and an alkyne (OA2-coulpling) has been developed. This new multicomponent coupling constitutes an efficient approach for the synthesis of polysubstituted propargylamines in the presence of a catalytic amount of copper(I) catalyst.

  已经开发了新颖且有效的2-氧代乙酸，胺和炔烃的微波辅助脱羧三组分偶联（OA 2-偶联）。这种新的多组分偶联构成了在催化量的铜（I）催化剂存在下合成多取代的炔丙基胺的有效方法。