1-((naphthalen-2-yl)methyl)-2-(2-phenylethynyl)pyrrolidine | 1206905-68-1

• 分子结构分类: 有机化合物 - 苯类化合物 - 萘
• 英文名称: 1-((naphthalen-2-yl)methyl)-2-(2-phenylethynyl)pyrrolidine
• 英文别名: 1-(Naphthalen-2-ylmethyl)-2-(2-phenylethynyl)pyrrolidine
• CAS: 1206905-68-1
• 化学式: C₂₃H₂₁N
• 分子量: 311.426
• InChiKey: UAGBFKFYLNCYJR-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  24
• 可旋转键数：
  3
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 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：

  2-萘甲醛 、 苯乙炔 、 DL-脯氨酸 在 copper(l) iodide 作用下， 以 甲苯 为溶剂， 反应 0.17h， 以65%的产率得到1-((naphthalen-2-yl)methyl)-2-(2-phenylethynyl)pyrrolidine
  参考文献：
  名称：

  Aldehyde- and Ketone-Induced Tandem Decarboxylation-Coupling (Csp³−Csp) of Natural α-Amino Acids and Alkynes

  摘要：

  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.

  DOI：

  10.1021/jo902319h

文献信息

• 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.