[5-[(4,4-Dimethylpyrrolidin-2-yl)methyl]thiophen-2-yl]-trimethylsilane | 1426431-73-3

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: [5-[(4,4-Dimethylpyrrolidin-2-yl)methyl]thiophen-2-yl]-trimethylsilane
• 英文别名: [5-[(4,4-dimethylpyrrolidin-2-yl)methyl]thiophen-2-yl]-trimethylsilane
• CAS: 1426431-73-3
• 化学式: C₁₄H₂₅NSSi
• 分子量: 267.511
• InChiKey: DYFPBGVVKQAEPJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.22
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  40.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  [5-[(4,4-Dimethylpyrrolidin-2-yl)methyl]thiophen-2-yl]-trimethylsilane 、 对甲苯磺酰氯 在 吡啶 作用下， 以 二氯甲烷 为溶剂， 反应 12.0h， 以36 mg的产率得到4,4-dimethyl-1-(toluene-4-sulfonyl)-2-[5-(trimethylsilyl)thiophen-2-ylmethyl]pyrrolidine
  参考文献：
  名称：

  Substrate Structural Effects in Yttrium(III)-Catalyzed Hydroamination/Cyclizations of 1,2-Disubstituted and 1,1,2-Trisubstituted Aminoalkenes ­Terminated by 2-(Phenyl) and 2-(2-Heteroarenyl) Groups

  摘要：

  A series of 2-phenyl- and 2-(2-heteroarenyl)-bearing amines possessing 1,2-disubstituted and 1,1,2-trisubststuted alkenes have been evaluated in intramolecular hydroaminations catalyzed by Y[N(TMS)(2)](3) (1(Y)). Aminoalkenes possessing a terminal 2-(5-trimethylsilyl)thienyl group exhibited substantially enhanced reactivity compared to their 2-(phenyl)-containing counterparts. Cyclization efficiencies imparted by the 2-[(5-trimethylsilyl) furanyl] substituent were comparable or only slightly better than those obtained with the simple the 2-(phenyl) group.

  DOI：

  10.1055/s-0032-1317843
• 作为产物：
  描述：

  (E)-2,2-dimethyl-5-[5-(trimethylsilyl)thiophen-2-yl]pent-4-enenitrile 在 bis(trimethylsilyl)amide yttrium(III) 、 lithium aluminium tetrahydride 作用下， 以 乙醚 、 氘代苯 为溶剂， 反应 10.5h， 生成 [5-[(4,4-Dimethylpyrrolidin-2-yl)methyl]thiophen-2-yl]-trimethylsilane
  参考文献：
  名称：

  Substrate Structural Effects in Yttrium(III)-Catalyzed Hydroamination/Cyclizations of 1,2-Disubstituted and 1,1,2-Trisubstituted Aminoalkenes ­Terminated by 2-(Phenyl) and 2-(2-Heteroarenyl) Groups

  摘要：

  A series of 2-phenyl- and 2-(2-heteroarenyl)-bearing amines possessing 1,2-disubstituted and 1,1,2-trisubststuted alkenes have been evaluated in intramolecular hydroaminations catalyzed by Y[N(TMS)(2)](3) (1(Y)). Aminoalkenes possessing a terminal 2-(5-trimethylsilyl)thienyl group exhibited substantially enhanced reactivity compared to their 2-(phenyl)-containing counterparts. Cyclization efficiencies imparted by the 2-[(5-trimethylsilyl) furanyl] substituent were comparable or only slightly better than those obtained with the simple the 2-(phenyl) group.

  DOI：

  10.1055/s-0032-1317843

文献信息

• Substrate Structural Effects in Yttrium(III)-Catalyzed Hydroamination/Cyclizations of 1,2-Disubstituted and 1,1,2-Trisubstituted Aminoalkenes ­Terminated by 2-(Phenyl) and 2-(2-Heteroarenyl) Groups
  作者：Tom Livinghouse、Tao Jiang、Khoi Huynh

  DOI：10.1055/s-0032-1317843

  日期：——

  A series of 2-phenyl- and 2-(2-heteroarenyl)-bearing amines possessing 1,2-disubstituted and 1,1,2-trisubststuted alkenes have been evaluated in intramolecular hydroaminations catalyzed by Y[N(TMS)(2)](3) (1(Y)). Aminoalkenes possessing a terminal 2-(5-trimethylsilyl)thienyl group exhibited substantially enhanced reactivity compared to their 2-(phenyl)-containing counterparts. Cyclization efficiencies imparted by the 2-[(5-trimethylsilyl) furanyl] substituent were comparable or only slightly better than those obtained with the simple the 2-(phenyl) group.