N-methyl-N-(2-phenylhept-2-enyl)benzamide | 1138344-72-5

• 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-methyl-N-(2-phenylhept-2-enyl)benzamide
• 英文别名: N-methyl-N-[(E)-2-phenylhept-2-enyl]benzamide
• CAS: 1138344-72-5
• 化学式: C₂₁H₂₅NO
• 分子量: 307.436
• InChiKey: QXRARQWEBVFVRZ-SILNSSARSA-N

物化性质

• 沸点：
  466.7±25.0 °C(predicted)
• 密度：
  1.026±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.7
• 重原子数：
  23
• 可旋转键数：
  7
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  1-苯基-1-己炔 、 N,N-二甲基苯甲酰胺 在 bis(1,5-cyclooctadiene)iridium(I) tetrafluoroborate 、 R-(+)-1,1'-联萘-2,2'-双二苯膦 作用下， 以 氯苯 为溶剂， 反应 72.0h， 以46%的产率得到N-methyl-N-(2-phenylhept-2-enyl)benzamide
  参考文献：
  名称：

  Cationic Ir(I)-Catalyzed sp³ C−H Bond Alkenylation of Amides with Alkynes

  摘要：

  A cationic Ir(I)-BINAP catalyst cleaved sp(3) C-H bonds of arylamides rather than sp(2) C-H bonds, which was followed by alkenylation with alkynes to give allylamides. Several types of amides and alkynes were suitable as substrates, and the corresponding allylamides were obtained in moderate to good yield. We also demonstrated that carbonyl-directed sp(3) C-H bond cleavage would be an initial step in the present reaction by a deuterium-labeling experiment.

  DOI：

  10.1021/ol900404r

文献信息

• Cationic Ir(I)-Catalyzed sp³ C−H Bond Alkenylation of Amides with Alkynes
  作者：Kyoji Tsuchikama、Mitsugu Kasagawa、Kohei Endo、Takanori Shibata

  DOI：10.1021/ol900404r

  日期：2009.4.16

  A cationic Ir(I)-BINAP catalyst cleaved sp(3) C-H bonds of arylamides rather than sp(2) C-H bonds, which was followed by alkenylation with alkynes to give allylamides. Several types of amides and alkynes were suitable as substrates, and the corresponding allylamides were obtained in moderate to good yield. We also demonstrated that carbonyl-directed sp(3) C-H bond cleavage would be an initial step in the present reaction by a deuterium-labeling experiment.