1-(2-chlorofuro[3,2-b]pyridin-3-yl)-1-phenylmethanol | 1436383-75-3

• 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: 1-(2-chlorofuro[3,2-b]pyridin-3-yl)-1-phenylmethanol
• 英文别名: (2-Chlorofuro[3,2-b]pyridin-3-yl)-phenylmethanol；(2-chlorofuro[3,2-b]pyridin-3-yl)-phenylmethanol
• CAS: 1436383-75-3
• 化学式: C₁₄H₁₀ClNO₂
• 分子量: 259.692
• InChiKey: FUPLYOXAISPOIH-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  18
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  46.3
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  苯甲醛 、 2-chlorofuro[3,2-b]pyridine 在 正丁基锂 、 水 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 以80%的产率得到1-(2-chlorofuro[3,2-b]pyridin-3-yl)-1-phenylmethanol
  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.