3-(4-fluorophenyl)-N,N-di(propan-2-yl)-3-trimethylstannylprop-2-enamide | 363138-78-7

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 肉桂酸及其衍生物
• 英文名称: 3-(4-fluorophenyl)-N,N-di(propan-2-yl)-3-trimethylstannylprop-2-enamide
• CAS: 363138-78-7
• 化学式: C₁₈H₂₈FNOSn
• 分子量: 412.135
• InChiKey: ZXWYTOGXGDLGAB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.73
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  4-氟苯乙炔 、 trimethyl-N,N-di-isopropylcarbamoylstannane 在 acetylacetonatodicarbonylrhodium(l) 作用下， 以 甲苯 为溶剂， 生成 3-(4-fluorophenyl)-N,N-di(propan-2-yl)-3-trimethylstannylprop-2-enamide
  参考文献：
  名称：

  Carbamoylstannation of Terminal Alkynes with Carbamoylstannanes:  Catalyst-Dependent Regiochemical Reversal

  摘要：

  Rh(acac)(CO)(2) catalyzes addition of (N,N-diisopropylcarbamoyl)trimethylstannane to terminal alkynes to give (Z)-beta-stannyl-alpha,beta-unsaturated amides with terminal attachment of the amide group, while the use of Ni(COd)(2) results in the reversal of the regioselectivity. A mechanism initiated by the oxidative addition of the carbamoylstannane was proposed on the basis of the isolation of (trimethylstannyl)(N,N-diisopropylcarbamoyl)[1,2-bis(dimethylphosphtno)ethane]pallidium.

  DOI：

  10.1021/om000423+

文献信息

• Carbamoylstannation of Terminal Alkynes with Carbamoylstannanes:  Catalyst-Dependent Regiochemical Reversal
  作者：Ruimao Hua、Shun-ya Onozawa、Masato Tanaka

  DOI：10.1021/om000423+

  日期：2000.8.1

  Rh(acac)(CO)(2) catalyzes addition of (N,N-diisopropylcarbamoyl)trimethylstannane to terminal alkynes to give (Z)-beta-stannyl-alpha,beta-unsaturated amides with terminal attachment of the amide group, while the use of Ni(COd)(2) results in the reversal of the regioselectivity. A mechanism initiated by the oxidative addition of the carbamoylstannane was proposed on the basis of the isolation of (trimethylstannyl)(N,N-diisopropylcarbamoyl)[1,2-bis(dimethylphosphtno)ethane]pallidium.