[1,2-Dimethyl-prop-(Z)-ylidene]-phenyl-amine | 56037-56-0

• 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-Dimethyl-prop-(Z)-ylidene]-phenyl-amine
• CAS: 56037-56-0
• 化学式: C₁₁H₁₅N
• 分子量: 161.247
• InChiKey: ZZXIKCHNJDYKSS-BENRWUELSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.44
• 重原子数：
  12.0
• 可旋转键数：
  2.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.36
• 拓扑面积：
  12.36
• 氢给体数：
  0.0
• 氢受体数：
  1.0

反应信息

• 作为产物：
  描述：

  2,3-dimethyl-2-(phenylamino)butanenitrile 在 氢氧化钾 作用下， 以 甲醇 为溶剂， 反应 1.0h， 以90%的产率得到[1,2-Dimethyl-prop-(Z)-ylidene]-phenyl-amine
  参考文献：
  名称：

  Synthesis of 4-hydroxy-2(1H)-pyridones from azomethines and substituted dialkylmalonates

  摘要：

  The reaction of azomethines 4 with substituted dialkyl malonates 5 leads to the formation of 3-substituted 4-hydroxy-2(1H)-pyridones 6 in moderate yields. The azomethines 4 are prepared via arylaminopropionitriles 3 or in the conventional way by acid catalyzed condensation of ketones 1 with anilines 2. Chlorination of pyridones 6 with sulfuryl chloride leads to compounds 8-10.

  DOI：

  10.1007/bf00806968

文献信息

• l-Pipecolinic acid derived Lewis base organocatalyst for asymmetric reduction of N-aryl imines by trichlorosilane: effects of the side amide group on catalytic performances
  作者：Zhouyu Wang、Chao Wang、Li Zhou、Jian Sun

  DOI：10.1039/c2ob26772a

  日期：——

  A series of N-formamides derived from pipecolinic acid have been synthesized and tested as Lewis base catalysts for the enantioselective reduction of N-aryl imines by trichlorosilane. Through the investigation of the structure–efficacy relationship between the side amide group and catalytic performance, several highly effective catalysts were discovered. In particular, arylamido-type catalyst 5i and

  衍生自一系列的N-甲酰胺胡椒酸已合成并测试了路易斯碱催化剂，可通过以下方法对映选择性还原N-芳基亚胺三氯硅烷。通过研究侧酰胺基与催化性能之间的结构-效率关系，发现了几种高效催化剂。特别地，芳基酰胺基型催化剂5i和非芳基酰胺基型催化剂6c表现出高反应性和对映选择性，以高分离产率（最高98％）和ee值（最高90％）降低了多种N-芳基亚胺的还原。96％）。此外，这两种催化剂在其对非芳族酮亚胺和非甲基酮亚胺的耐受性方面彼此互补。
• A Highly Enantioselective Lewis Basic Organocatalyst for Reduction of <i>N</i>-Aryl Imines with Unprecedented Substrate Spectrum
  作者：Zhouyu Wang、Xiaoxia Ye、Siyu Wei、Pengcheng Wu、Anjiang Zhang、Jian Sun

  DOI：10.1021/ol060112g

  日期：2006.3.2

  L-Pipecolinic acid derived formamides have been developed as highly efficient and enantioselective Lewis basic organocatalysts for the reduction of N-aryl imines with trichlorosilane. Catalyst 4b afforded high isolated yields (up to 98%) and enantioselectivities (up to 96%) under mild conditions with an unprecedented substrate spectrum.

  已经开发出L-哌啉酸衍生的甲酰胺作为高效和对映选择性的路易斯碱性有机催化剂，用于用三氯硅烷还原N-芳基亚胺。催化剂4b在温和条件下以空前的底物光谱提供了高分离产率（高达98％）和对映选择性（高达96％）。
• Factors controlling regioselectivity in deprotonations of unsymmetrical ketimines
  作者：J. Kirk Smith、David E. Bergbreiter、Martin Newcomb

  DOI：10.1021/ja00351a045

  日期：1983.6