N,N-dimethyl-4-(1,2,3,4-tetrahydro-1-naphthyl)benzenamine | 132777-32-3

• 分子结构分类: 有机化合物 - 苯类化合物 - 四氢化萘
• 英文名称: N,N-dimethyl-4-(1,2,3,4-tetrahydro-1-naphthyl)benzenamine
• 英文别名: N,N-dimethyl-4-(1,2,3,4-tetrahydronaphthalen-1-yl)aniline
• CAS: 132777-32-3
• 化学式: C₁₈H₂₁N
• 分子量: 251.371
• InChiKey: QCMDMDOQYFEJBQ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.9
• 重原子数：
  19
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  3.2
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  N,N-dimethyl-4-(1-hydroxy-4-phenylbutyl)benzenamine 在 四氯化钛 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以92%的产率得到N,N-dimethyl-4-(1,2,3,4-tetrahydro-1-naphthyl)benzenamine
  参考文献：
  名称：

  A systematic study of benzyl cation initiated cyclization reactions

  摘要：

  A systematic investigation of benzyl cation initiated cyclization reactions to form six-membered carbocycles is presented. The generation of benzyl cations from benzylic bromides, ethers, and alcohols followed by intramolecular capture provided good yields of cyclized products by use of several different cyclization terminators (e.g., phenyl, alkene, beta-keto ester). A study on the effect of changing the electronic nature of substituents para to the benzyl cation showed that even electron-withdrawing substituents such as quaternary ammonium afford high yields of cyclization products. The formation of five- and seven-membered carbocycles was briefly investigated and found to be less general than the formation of the corresponding six-membered carbocycles.

  DOI：

  10.1021/jo00008a049

文献信息

• Iridium-Catalyzed Highly Efficient and Site-Selective Deoxygenation of Alcohols
  作者：Shiyi Yang、Weiping Tang、Zhanhui Yang、Jiaxi Xu

  DOI：10.1021/acscatal.8b02495

  日期：2018.10.5

  An iridium-catalyzed, highly efficient, and site-selective deoxygenation of primary, secondary, and tertiary alcohols has been realized, under the assistance of a 4-(N-substituted amino)aryl directing group. Only the hydroxyl adjacent to the directing group can be deoxygenated. The deoxygenation is performed in water, with formic acid as both the promoter and hydride donor. Excellent yields and functionality

  在4-（N-取代的氨基）芳基指导基团的辅助下，已经实现了伯，仲和叔醇的铱催化的，高效的，位点选择性的脱氧。只有与导向基团相邻的羟基可以被脱氧。脱氧在水中进行，甲酸作为促进剂和氢化物供体。获得了出色的产量和功能公差，以及高效率（S / C高达1 000 000，TOF高达44.5万h –1）。动力学同位素效应研究表明，氢化物的形成是决定速率的步骤，脱氧遵循S N1型途径。已经证明脱氧方案可用于天然存在的酮和类固醇的结构修饰。
• ANGLE, STEVEN R.;LOUIE, MICHAEL S., J. ORG. CHEM., 56,(1991) N, C. 2853-2866
  作者：ANGLE, STEVEN R.、LOUIE, MICHAEL S.

  DOI：——

  日期：——