3-chloro-N-[(4-methoxyphenyl)methyl]propan-1-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: 3-chloro-N-[(4-methoxyphenyl)methyl]propan-1-amine
• 化学式: C₁₁H₁₆ClNO
• mdl: MFCD15205041
• 分子量: 213.707
• InChiKey: HBLLKTFOZRYANW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  14
• 可旋转键数：
  6
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.454
• 拓扑面积：
  21.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  3-chloro-N-[(4-methoxyphenyl)methyl]propan-1-amine 在 sodium azide 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 12.0h， 生成 3-(4-methoxybenzylamino)propylazide
  参考文献：
  名称：

  Fe(III)-Catalyzed Aerobic Intramolecular N–N Coupling of Aliphatic Azides with Amines

  摘要：

  An Fe(III)-catalyzed intramolecular N-N coupling of aliphatic azidoamines that forms diverse five-and six-membered semisaturated diazoheterocycles using air as an oxidant is reported, providing an alternative to hydrazine-based methods. Mechanistic studies suggest that a N-radical induced intramolecular homolytic substitution (S(H)2) is involved in ring closure. The power of this N-N bond-forming method is also demonstrated by using it as the final step in a total synthesis of (-)-newbouldine.

  DOI：

  10.1021/acs.orglett.9b01396
• 作为产物：
  描述：

  3-氯丙胺盐酸盐 、 4-甲氧基苯甲醛 在 三乙胺 、 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 6.0h， 生成 3-chloro-N-[(4-methoxyphenyl)methyl]propan-1-amine
  参考文献：
  名称：

  Fe(III)-Catalyzed Aerobic Intramolecular N–N Coupling of Aliphatic Azides with Amines

  摘要：

  An Fe(III)-catalyzed intramolecular N-N coupling of aliphatic azidoamines that forms diverse five-and six-membered semisaturated diazoheterocycles using air as an oxidant is reported, providing an alternative to hydrazine-based methods. Mechanistic studies suggest that a N-radical induced intramolecular homolytic substitution (S(H)2) is involved in ring closure. The power of this N-N bond-forming method is also demonstrated by using it as the final step in a total synthesis of (-)-newbouldine.

  DOI：

  10.1021/acs.orglett.9b01396

文献信息

• Cyclizations and cycloadditions of acetylenic sulfones on solid supports
  作者：Thomas G. Back、Huimin Zhai

  DOI：10.1039/b512016k

  日期：——

  Acetylenic sulfones attached to solid supports by means of ester linkers were employed in a variety of cyclization and cycloaddition reactions, followed by cleavage of the products from the resin by ester hydrolysis or reductive desulfonylation.

  通过酯连接剂连接到固体载体上的乙炔砜被用于各种环化和环加成反应中，然后通过酯水解或还原性脱磺酰基作用从树脂上裂解产物。
• A One-Pot Synthesis of Triazolodiazepines
  作者：Geert Hooyberghs、Sofie Van Hove、Jeroen Jacobs、Luc Van Meervelt、Erik V. Van der Eycken

  DOI：10.1002/ejoc.201500402

  日期：2015.7

  A one-pot sequential A3-coupling-azidation-cyclisation approach leading to potentially biologically active diazepine analogues has been developed. The implementation of the A3-coupling reaction ensures diversity. Attention is given to this so far rarely studied structural motif of fused heterocyclic diazepines.

  已经开发了导致潜在生物活性的二氮杂类似物的一锅顺序 A3-偶联-叠氮化-环化方法。A3偶联反应的实施确保了多样性。迄今为止很少有人研究稠合杂环二氮杂环的结构基序。
• Neue cyclische Aminderivate, diese Verbindungen enthaltende Arzneimittel und Verfahren zu ihrer Herstellung
  申请人：Dr. Karl Thomae GmbH

  公开号：EP0292840B1

  公开（公告）日：1995-08-09