N-(p-methoxyphenyl)decanamide

• 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-(p-methoxyphenyl)decanamide
• 英文别名: N-(4-methoxyphenyl)decanamide
• 化学式: C₁₇H₂₇NO₂
• 分子量: 277.407
• InChiKey: DVEGJMGCKHWXEO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.4
• 重原子数：
  20
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.59
• 拓扑面积：
  38.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  正癸酸 在 氯化亚砜 作用下， 以 乙醚 为溶剂， 反应 0.5h， 生成 N-(p-methoxyphenyl)decanamide
  参考文献：
  名称：

  Kumar, Ashwani; Singh, Surender; Jain, Sandeep, Acta poloniae pharmaceutica, 2011, vol. 68, # 2, p. 191 - 204

  摘要：

  DOI：

文献信息

• Nickel/Photoredox-Catalyzed Direct Amidation of Aldehydes with Nitroarenes via Fully Catalytic Process
  作者：Ji-Wei Sang、Qiuhao Li、Chi Zhang、Yu Zhang、Jinxin Wang、Wei-Dong Zhang

  DOI：10.1021/acs.orglett.3c01694

  日期：2023.6.23

  A fully catalytic nickel-photoredox process for the direct amidation of aldehydes with nitroarenes was developed. In this system, aldehydes and nitroarenes were catalytically activated by the photocatalytic cycle without the addition of an additional reductant or oxidants, which facilitated the Ni-mediated cross-coupling of the C–N bond under mild conditions. A preliminary mechanistic study indicates

  开发了一种用于醛与硝基芳烃直接酰胺化的全催化镍光氧化还原工艺。在该系统中，醛和硝基芳烃通过光催化循环被催化激活，无需添加额外的还原剂或氧化剂，这促进了在温和条件下Ni介导的C-N键的交叉偶联。初步的机理研究表明硝基苯作为氮源直接还原为苯胺的反应途径。
• Transamidation of Amides and Amidation of Esters by Selective N–C(O)/O–C(O) Cleavage Mediated by Air- and Moisture-Stable Half-Sandwich Nickel(II)–NHC Complexes
  作者：Jonathan Buchspies、Md. Mahbubur Rahman、Michal Szostak

  DOI：10.3390/molecules26010188

  日期：——

  non-conventional amide bond-forming pathway. Furthermore, the amidation of activated phenolic and unactivated methyl esters mediated by [CpNi(IPr)Cl] is reported. This study sets the stage for the broad utilization of well-defined, air- and moisture-stable Ni(II)–NHC complexes in catalytic amide bond-forming protocols by unconventional C(acyl)–N and C(acyl)–O bond cleavage reactions.

  酰胺键的形成代表有机合成中最基本的过程之一。过渡金属催化的无环扭曲酰胺的活化已成为合成中日益强大的平台。在此，我们报道了由空气和湿气稳定的半夹心Ni(II)-NHC（NHC = N-杂环卡宾）配合物介导的选择性N-C(O)裂解来实现N-激活的扭曲酰胺的转酰胺基化。我们证明，易于获得的环戊二烯基配合物 [CpNi(IPr)Cl]（IPr = 1,3-双（2,6-二异丙基苯基）咪唑-2-亚基）可促进 N–C(O) 的高度选择性转酰胺基化扭曲的 N-Boc 酰胺与非亲核苯胺成键。该反应通过非常规的酰胺键形成途径提供了获得仲苯胺的途径。此外，还报道了 [CpNi(IPr)Cl] 介导的活化酚和未活化甲酯的酰胺化。这项研究为通过非常规的 C(酰基)-N 和 C(酰基)-O 键在催化酰胺键形成方案中广泛利用结构明确、空气和湿气稳定的 Ni(II)-NHC 配合物奠定了基础裂解反应。
• Solvent-free preparation of amides from acids and primary amines under microwave irradiation
  作者：Laurence Perreux、André Loupy、François Volatron

  DOI：10.1016/s0040-4020(02)00085-6

  日期：2002.3

  Synthesis of amides via pyrolysis of the salts obtained by mixing neat primary amines and carboxylic acids were realized under solvent-free conditions within short times and appreciable yields under microwave activation. The evident specific non-thermal microwave effects are attributed to polarity increase during the course of the reaction, due to development of a dipole in the transition state. (C) 2002 Elsevier Science Ltd. All rights reserved.