1-(2-chlorophenyl)pentan-1-imine | 1191425-95-2

• 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: 1-(2-chlorophenyl)pentan-1-imine
• CAS: 1191425-95-2
• 化学式: C₁₁H₁₄ClN
• 分子量: 195.692
• InChiKey: WHMXMNWITDOWNZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.7
• 重原子数：
  13
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  23.8
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  1-pentynyl copper 、 1-(2-chlorophenyl)pentan-1-imine 在 1,2-二甲基咪唑 、 氧气 作用下， 以 乙腈 为溶剂， 生成 N-[1-(2-chlorophenyl)pentylidene]pent-1-yn-1-amine
  参考文献：
  名称：

  Oxidative Alkynylation of Imines with Alkynylcopper Reagents: A Straightforward and Practical Entry to Ynimines

  摘要：

  We have developed an efficient and general synthesis of ynimines based on an oxidative cross-coupling between imines and alkynylcopper reagents. Upon simple addition of 1,2-dimethylimidazole in the presence of oxygen, these bench-stable, crystalline, and readily available polymeric compounds were found to be especially suitable reagents for the introduction of an alkynyl group into a wide range of ketimines at room temperature and under especially mild conditions.

  DOI：

  10.1055/s-0031-1289760
• 作为产物：
  描述：

  正丁基锂 、 邻氯苯腈 在 Glauber's salt 作用下， 以 四氢呋喃 为溶剂， 以76%的产率得到1-(2-chlorophenyl)pentan-1-imine
  参考文献：
  名称：

  钯催化的多米诺直接芳基化/ N-芳基化：方便地合成菲啶

  摘要：

  多米诺反应具有从简单的起始原料产生复杂性的能力。公开了一种用于简便地构建各种菲啶衍生物的多米诺骨牌直接芳基化/ N芳基化的策略（参见方案； TMS =三甲基甲硅烷基，TBDMS =叔丁基二甲基甲硅烷基）。

  DOI：

  10.1002/anie.200902400

文献信息

• Convenient and Practical Alkynylation of Heteronucleophiles with Copper Acetylides
  作者：Gwilherm Evano、Cédric Theunissen、Morgan Lecomte、Kévin Jouvin、Anouar Laouiti、Céline Guissart、Jérémy Heimburger、Estelle Loire

  DOI：10.1055/s-0033-1341025

  日期：——

  Copper acetylides, readily available reagents which are characterized by their lack of reactivity, can be simply activated by oxidation with oxygen in the presence of simple nitrogen ligands such as TMEDA or imidazole derivatives. Upon activation, these nucleophilic species undergo a formal umpolung and can transfer their alkyne subunit to a wide range of heteronucleophiles, including amides, oxazolidinones, imines, and dialkyl phosphites. This alkynylation, which provides one of the most practical entry to useful building blocks such as ynamides, ynimines, and alkynylphosphonates, proceeds under especially mild conditions and can be easily performed on a multigram scale.