2′-(pyrido-3-yl)acetophenone | 220118-53-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2′-(pyrido-3-yl)acetophenone
• 英文别名: 1-[2-(3-pyridinylcarbonyl)phenyl]Ethanone；1-[2-(pyridine-3-carbonyl)phenyl]ethanone
• CAS: 220118-53-6
• 化学式: C₁₄H₁₁NO₂
• 分子量: 225.247
• InChiKey: AYPKNKDKUGGNOM-UHFFFAOYSA-N

物化性质

• 沸点：
  420.7±25.0 °C(Predicted)
• 密度：
  1.171±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  17
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  47
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2′-(pyrido-3-yl)acetophenone 在 水 、 sodium hydroxide 作用下， 以 二甲基亚砜 为溶剂， 反应 6.0h， 以65%的产率得到14b-(pyridin-3-yl)diindeno[1,2-f:1',2'-h]quinoline-5,14(5aH,14bH)-dione
  参考文献：
  名称：

  Regioselective quadruple domino aldolization/aldol condensation/Michael/SNAr-cyclization: construction of hexacyclic indeno-fused C-nor-D-homo-steroid frameworks

  摘要：

  An operationally simple and highly atom-economic anionic quadruple domino reaction sequence for the synthesis of hexacyclic indeno-fused naphthalene/quinoline molecules having structural resemblance with the C-nor-D-homo-steroid nucleus has been developed. Promoter and solvent specificity, regioselectivity and mechanistic details were experimentally established. Catalyst concentration and solvent dependent switching of domino steps creating four new C-C bonds are discussed. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.01.059
• 作为产物：
  描述：

  N'-(1-(2-hydroxyphenyl)ethylidene)nicotinohydrazide 在 lead(IV) tetraacetate 作用下， 以 四氢呋喃 为溶剂， 生成 2′-(pyrido-3-yl)acetophenone
  参考文献：
  名称：

  Regioselective quadruple domino aldolization/aldol condensation/Michael/SNAr-cyclization: construction of hexacyclic indeno-fused C-nor-D-homo-steroid frameworks

  摘要：

  An operationally simple and highly atom-economic anionic quadruple domino reaction sequence for the synthesis of hexacyclic indeno-fused naphthalene/quinoline molecules having structural resemblance with the C-nor-D-homo-steroid nucleus has been developed. Promoter and solvent specificity, regioselectivity and mechanistic details were experimentally established. Catalyst concentration and solvent dependent switching of domino steps creating four new C-C bonds are discussed. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.01.059