N-benzhydryl-5-chloropyridin-2-amine

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: N-benzhydryl-5-chloropyridin-2-amine
• 化学式: C₁₈H₁₅ClN₂
• 分子量: 294.783
• InChiKey: IATXPBGBUPOXAW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  24.9
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  2-氨基-5-氯吡啶 、 二苯甲醇 在 cesiumhydroxide monohydrate 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以86%的产率得到N-benzhydryl-5-chloropyridin-2-amine
  参考文献：
  名称：

  Efficient and practical catalyst-free-like dehydrative N-alkylation of amines and sulfinamides with alcohols initiated by aerobic oxidation of alcohols under air

  摘要：

  We developed simple and practical N-alkylation reactions of amines and sulfinamides with primary and secondary alcohols by using only catalytic amounts of air as the initiator without adding any external catalysts. This method has advantages of simple conditions, easy operation, and comparatively wider scope of substrates, providing an efficient and green catalyst-free-like alcohol-based dehydrative N-alkylation method. Mechanistic studies revealed that air initiated the reactions by aerobic oxidation of the alcohols to the key initiating aldehydes or ketones in the presence of bases. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2015.11.016

文献信息

• Catalytic and Mechanistic Approach to the Metal-Free N-Alkylation of 2-Aminopyridines with Diketones
  作者：Pinaki Nad、Anil Kumar Behera、Anik Sen、Arup Mukherjee

  DOI：10.1021/acs.joc.2c01957

  日期：2022.11.18

  is an important catalytic reaction in synthetic chemistry. Herein, we report a simple strategy for the N-alkylation of 2-aminopyridines with 1,2-diketones using BF3·OEt2 as a catalyst. The reaction proceeds under aerobic conditions, leading to the formation of a diverse range of substituted secondary amines in good to excellent yields. A close inspection of the mechanistic pathway using various spectroscopic

  胺的N-烷基化是合成化学中重要的催化反应。在此，我们报告了一种使用 BF 3 ·OEt 2作为催化剂对 2-氨基吡啶与 1,2-二酮进行 N-烷基化的简单策略。反应在有氧条件下进行，导致以良好到极好的收率形成各种取代的仲胺。使用各种光谱技术和计算研究对机理途径进行的仔细检查表明，反应通过形成亚胺-酮中间体并释放 CO 2来进行。
• Efficient and practical catalyst-free-like dehydrative N-alkylation of amines and sulfinamides with alcohols initiated by aerobic oxidation of alcohols under air
  作者：Xiaohui Li、Shuangyan Li、Qiang Li、Xu Dong、Yang Li、Xiaochun Yu、Qing Xu

  DOI：10.1016/j.tet.2015.11.016

  日期：2016.1

  We developed simple and practical N-alkylation reactions of amines and sulfinamides with primary and secondary alcohols by using only catalytic amounts of air as the initiator without adding any external catalysts. This method has advantages of simple conditions, easy operation, and comparatively wider scope of substrates, providing an efficient and green catalyst-free-like alcohol-based dehydrative N-alkylation method. Mechanistic studies revealed that air initiated the reactions by aerobic oxidation of the alcohols to the key initiating aldehydes or ketones in the presence of bases. (C) 2015 Elsevier Ltd. All rights reserved.