1-{2-[(tert-butyldimethylsilanyloxy)methyl]benzyl}-1H-pyrrole | 1011801-10-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: 1-{2-[(tert-butyldimethylsilanyloxy)methyl]benzyl}-1H-pyrrole
• CAS: 1011801-10-7
• 化学式: C₁₈H₂₇NOSi
• 分子量: 301.504
• InChiKey: LNTPGBHQRLDDFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.06
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  14.16
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  1-{2-[(tert-butyldimethylsilanyloxy)methyl]benzyl}-1H-pyrrole 在 二溴三苯基膦 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以80%的产率得到1-[2-(bromomethyl)benzyl]-1H-pyrrole
  参考文献：
  名称：

  A Palladium-Catalyzed Alkylation/Direct Arylation Synthesis of Nitrogen-Containing Heterocycles

  摘要：

  [Graphics]A norbornene-mediated palladium-catalyzed sequence is described in which an alkyl-aryl bond and an aryl-heteroaryl bond are formed in one reaction vessel. The aryl-heteroaryl bond-forming step occurs via a direct arylation reaction. A number of six-, seven-, and eight-membered ring-annulated indoles, pyrroles, pyrazoles, and azaindoles were synthesized from the corresponding bromoalkyl azole and an aryl iodide.

  DOI：

  10.1021/jo702052b
• 作为产物：
  描述：

  吡咯 、 ((2-(bromomethyl)benzyl)oxy)(tert-butyl)dimethylsilane 在 18-冠醚-6 、 potassium tert-butylate 作用下， 以 乙醚 为溶剂， 以36%的产率得到1-{2-[(tert-butyldimethylsilanyloxy)methyl]benzyl}-1H-pyrrole
  参考文献：
  名称：

  A Palladium-Catalyzed Alkylation/Direct Arylation Synthesis of Nitrogen-Containing Heterocycles

  摘要：

  [Graphics]A norbornene-mediated palladium-catalyzed sequence is described in which an alkyl-aryl bond and an aryl-heteroaryl bond are formed in one reaction vessel. The aryl-heteroaryl bond-forming step occurs via a direct arylation reaction. A number of six-, seven-, and eight-membered ring-annulated indoles, pyrroles, pyrazoles, and azaindoles were synthesized from the corresponding bromoalkyl azole and an aryl iodide.

  DOI：

  10.1021/jo702052b