5-(benzyloxy)-2-(pyridin-2-yl)benzonitrile | 1443422-63-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 英文名称: 5-(benzyloxy)-2-(pyridin-2-yl)benzonitrile
• CAS: 1443422-63-6
• 化学式: C₁₉H₁₄N₂O
• 分子量: 286.333
• InChiKey: QNLKWVGRSWJQGF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22.0
• 可旋转键数：
  4.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.05
• 拓扑面积：
  45.91
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为产物：
  描述：

  偶氮二异丁腈 、 2-(4-(benzyloxy)phenyl)pyridine 在 氧气 、 copper diacetate 作用下， 以 乙腈 为溶剂， 反应 24.0h， 以74%的产率得到5-(benzyloxy)-2-(pyridin-2-yl)benzonitrile
  参考文献：
  名称：

  Copper-Mediated Direct Aryl C–H Cyanation with Azobisisobutyronitrile via a Free-Radical Pathway

  摘要：

  An unprecedented protocol for the copper-mediated direct cyanation of aryl C-H by employing 2,2'-azobisisobutyronitrwile (AIBN) as a free radical "CN" source is presented. The protocol not only provides a more efficient pathway for the synthesis of aryl nitriles in terms of the yields and the loading amount of copper salts but also, more importantly, represents a novel strategy for aryl C-H cyanation via a CN free-radical mechanism as compared to the CN anion-participating protocols often reported.

  DOI：

  10.1021/ol401404y

文献信息

• Cobalt-Catalyzed C–H Cyanation of (Hetero)arenes and 6-Arylpurines with <i>N</i>-Cyanosuccinimide as a New Cyanating Agent
  作者：Amit B. Pawar、Sukbok Chang

  DOI：10.1021/ol503680d

  日期：2015.2.6

  A cobalt-catalyzed C–H cyanation reaction of arenes has been developed using N-cyanosuccinimide as a new electrophilic cyanating agent. The reaction proceeds with high selectivity to afford monocyanated products with excellent functional group tolerance. Substrate scope was found to be broad enough to include a wide range of heterocycles including 6-arylpurines.

  使用N-氰基琥珀酰亚胺作为新型的亲电子氰化剂，已开发出钴催化芳烃的CH氰化反应。反应以高选择性进行，得到具有优异的官能团耐受性的单氰酸酯化产物。发现底物的范围足够宽，可以包括包括6-芳基嘌呤在内的各种杂环。
• α-Iminonitrile: a new cyanating agent for the palladium catalyzed C–H cyanation of arenes
  作者：Zhen-Bang Chen、Fang-Ling Zhang、Qing Yuan、Hai-Fang Chen、Yong-Ming Zhu、Jing-Kang Shen

  DOI：10.1039/c6ra14512d

  日期：——

  An efficient palladium-catalyzed C–H cyanation reaction of arenes using α-iminonitrile as a new cyanating reagent has been developed.

  一种高效的钯催化芳烃C-H氰化反应已经开发出来，使用α-亚胺腈作为新的氰化试剂。