2,7-dichloro-6-deuterio-3-trimethylsilylfuro[3,2-b]pyridine | 1436383-86-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 呋喃吡啶类
• 英文名称: 2,7-dichloro-6-deuterio-3-trimethylsilylfuro[3,2-b]pyridine
• 英文别名: (2,7-Dichloro-6-deuteriofuro[3,2-b]pyridin-3-yl)-trimethylsilane；(2,7-dichloro-6-deuteriofuro[3,2-b]pyridin-3-yl)-trimethylsilane
• CAS: 1436383-86-6
• 化学式: C₁₀H₁₁Cl₂NOSi
• 分子量: 261.187
• InChiKey: HYVHZSFVQLEUQH-QYKNYGDISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.68
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.3
• 拓扑面积：
  26
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-chloro-3-(trimethylsilyl)furo[3,2-b]pyridine 在 2,2,6,6-tetramethylpiperidinyl-lithium 作用下， 以 四氢呋喃 为溶剂， 反应 4.0h， 生成 2,7-dichloro-6-deuterio-3-trimethylsilylfuro[3,2-b]pyridine
  参考文献：
  名称：

  Successive Regioselective Metalations of Fused Heterocycles: Synthesis of Polyfunctionalized Furo[3,2-b]pyridines

  摘要：

  The furopyridine framework was chosen as a target for a lithiation study, in order to define the most effective conditions leading to the total functionalization of the heterocycle. Consequently, a detailed procedure for successive regioselective lithiations/electrophilic trapping of furo[3,2-b]pyridines is described and afforded several polyfunctionalized derivatives in good overall yields. A Pd-catalyzed cross-coupling reaction is also described and easily yielded the 7,7'-bifuro[3,2-b]pyridine.

  DOI：

  10.1021/jo400748n

文献信息

• Successive Regioselective Metalations of Fused Heterocycles: Synthesis of Polyfunctionalized Furo[3,2-<i>b</i>]pyridines
  作者：Adeline Jasselin-Hinschberger、Corinne Comoy、Anthony Chartoire、Yves Fort

  DOI：10.1021/jo400748n

  日期：2013.6.7

  The furopyridine framework was chosen as a target for a lithiation study, in order to define the most effective conditions leading to the total functionalization of the heterocycle. Consequently, a detailed procedure for successive regioselective lithiations/electrophilic trapping of furo[3,2-b]pyridines is described and afforded several polyfunctionalized derivatives in good overall yields. A Pd-catalyzed cross-coupling reaction is also described and easily yielded the 7,7'-bifuro[3,2-b]pyridine.