N-cyclohept-2-en-1-ylaniline

• 分子结构分类: 有机化合物 - 有机氮化合物
• 英文名称: N-cyclohept-2-en-1-ylaniline
• 英文别名: N-(cyclohept-2-en-1-yl)aniline；N-phenylcyclohept-2-en-1-amine
• 化学式: C₁₃H₁₇N
• 分子量: 187.285
• InChiKey: RGJVDVNHBDHWFB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.38
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  N-cyclohept-2-en-1-ylaniline 在 [Au(tBuXPhos)]SbF₆ 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 29.5h， 生成 3-methylene-1-phenyl-3,3a,6,7,8,8a-hexahydrocyclohepta[b]pyrrol-2(1H)-one
  参考文献：
  名称：

  Selectivity control by silver catalysts in the cycloisomerization of 1,6-enynes derived from propiolamides

  摘要：

  Silver-catalyzed cycloisomerizations of 1,6-enynes derived from propiolamides led to a selective formation of Alder-ene type 1,4-dienes. Interestingly, AgNTf2 outperformed gold or platinum catalysts in terms of selectivity and reactivity, providing the 1,4-dienes at room temperature. The presence of C(5) carbonyl group in combination with Ag salts is key to the selectivity and the beta-oxo coordinated silver carbenoids were proposed as an intermediate based on the reaction profiles. (C) 2012 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2012.11.067
• 作为产物：
  描述：

  1,3-环庚二烯 、 苯胺 在 四(三苯基膦)钯 、 溶剂黄146 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以71%的产率得到N-cyclohept-2-en-1-ylaniline
  参考文献：
  名称：

  Transition metal-catalyzed process for addition of amines to carbon-carbon double bonds

  摘要：

  本发明涉及一种将胺添加到底物中的碳-碳双键的过程，包括：在存在过渡金属催化剂的条件下，将胺与至少含有一个碳-碳双键的化合物反应，以形成产物，其中胺与前述碳-碳双键的碳原子之间形成共价键。过渡金属催化剂包括第8族金属和含有一个或多个2电子给体原子的配体。本发明还涉及胺化合物与含有碳-碳双键的化合物的对映选择性反应，以及用于评估这些反应中潜在催化剂的热量测定分析。

  公开号：

  US06384282B2

文献信息

• Transition metal-catalyzed process for addition of amines to carbon-carbon double bonds
  申请人：Yale University

  公开号：US06384282B2

  公开（公告）日：2002-05-07

  The present invention is directed to a process for addition of amines to carbon-carbon double bonds in a substrate, comprising: reacting an amine with a compound containing at least one carbon-carbon double bond in the presence a transition metal catalyst under reaction conditions effective to form a product having a covalent bond between the amine and a carbon atom of the former carbon-carbon double bond. The transition metal catalyst comprises a Group 8 metal and a ligand containing one or more 2-electron donor atoms. The present invention is also directed to enantioselective reactions of amine compounds with compounds containing carbon-carbon double bonds, and a calorimetric assay to evaluate potential catalysts in these reactions.

  本发明涉及一种将胺添加到底物中的碳-碳双键的过程，包括：在存在过渡金属催化剂的条件下，将胺与至少含有一个碳-碳双键的化合物反应，以形成产物，其中胺与前述碳-碳双键的碳原子之间形成共价键。过渡金属催化剂包括第8族金属和含有一个或多个2电子给体原子的配体。本发明还涉及胺化合物与含有碳-碳双键的化合物的对映选择性反应，以及用于评估这些反应中潜在催化剂的热量测定分析。
• TRANSITION METAL-CATALYZED PROCESS FOR ADDITION OF AMINES TO CARBON-CARBON DOUBLE BONDS
  申请人：YALE UNIVERSITY

  公开号：EP1259475A1

  公开（公告）日：2002-11-27
• EP1259475A4
  申请人：——

  公开号：EP1259475A4

  公开（公告）日：2004-08-18
• US6384282B2
  申请人：——

  公开号：US6384282B2

  公开（公告）日：2002-05-07
• [EN] TRANSITION METAL-CATALYZED PROCESS FOR ADDITION OF AMINES TO CARBON-CARBON DOUBLE BONDS<br/>[FR] PROCEDE DE CATALYSE DE METAL DE TRANSITION DESTINE A L'ADDITION D'AMINES DANS DES LIAISONS DOUBLES CARBONE-CARBONE
  申请人：UNIV YALE

  公开号：WO2001064620A1

  公开（公告）日：2001-09-07

  The present invention is directed to a process for addition of amines to carbon-carbon double bonds in a substrate, comprising: reacting an amine with a compound containing at least one carbon-carbon double bond in the presence a transition metal catalyst catalyst under reaction conditions effective to form a product having a covalent bond between the amine and the carbon-carbon double bond. The transition metal catalyst comprises a Group 8 metal and a ligand containing one or more 2-electron donor atoms. The present invention is also directed to enantioselective reactions of amine compounds with compounds containing carbon-carbon double bonds, and a colorimetric assay to evauluate potential catalysts in these reactions.