methyl 2-(4-bromophenyl)-2-(piperidin-1-yl)acetatetate | 1394823-80-3

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: methyl 2-(4-bromophenyl)-2-(piperidin-1-yl)acetatetate
• 英文别名: methyl 2-(4-bromophenyl)-2-(piperidin-1-yl)acetate；Methyl 2-(4-bromophenyl)-2-piperidin-1-ylacetate
• CAS: 1394823-80-3
• 化学式: C₁₄H₁₈BrNO₂
• 分子量: 312.206
• InChiKey: ZMVDWDOWUGTYQX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.4
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  29.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  哌啶 、 methyl 2-(4-bromophenyl)-2-diazoacetate 反应 12.0h， 以64%的产率得到methyl 2-(4-bromophenyl)-2-(piperidin-1-yl)acetatetate
  参考文献：
  名称：

  Metal-Free N–H Insertions of Donor/Acceptor Carbenes

  摘要：

  Synthetically useful transformations arise from the thermal decomposition of aryldiazoacetates in the presence of primary and secondary amines without the use of a metal catalyst. Thermally generated, free donor/acceptor carbenes directly undergo N-H insertion with amines through selective aza-ylide formation to afford a variety of a-amino esters in 53-96% yields.

  DOI：

  10.1021/ol3020754

文献信息

• Electrochemical Oxidative Coupling Between Benzylic C(sp³)–H and N–H of Secondary Amines: Rapid Synthesis of α-Amino α-Aryl Esters
  作者：Yadav Kacharu Nagare、Imtiyaz Ahmad Shah、Jyothi Yadav、Amol Prakash Pawar、Rahul Choudhary、Pankaj Chauhan、Indresh Kumar

  DOI：10.1021/acs.joc.1c00944

  日期：2021.7.16

  intermolecular electrochemical coupling between the benzylic C(sp3)–H bond and various secondary amines is reported. The electronic behavior of two electronically rich units viz the α-position of α-aryl acetates and amines was engineered electrochemically, thus facilitating their reactivity for the direct access of α-amino esters. A series of acyclic/cyclic secondary amines and α-aryl acetates were tested to furnish

  报道了苄基 C(sp 3 )-H 键和各种仲胺之间的分子间电化学耦合。两个富含电子的单元（即 α-芳基乙酸酯和胺的 α-位）的电子行为是通过电化学设计的，从而促进了它们直接获得 α-氨基酯的反应性。测试了一系列无环/环状仲胺和 α-芳基乙酸酯，以在温和条件下以高产率（高达 92%）提供相应的 α-氨基酯。