(E)-N-(3-phenylprop-1-en-1-yl)benzamide | 1613511-01-5

• 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: (E)-N-(3-phenylprop-1-en-1-yl)benzamide
• 英文别名: N-[(E)-3-phenylprop-1-enyl]benzamide
• CAS: 1613511-01-5
• 化学式: C₁₆H₁₅NO
• 分子量: 237.301
• InChiKey: AGJJLHKOYSMXNH-NTUHNPAUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  18
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  3-苯-1-丙炔 在 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 sodium acetate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 16.25h， 生成 (E)-N-(3-phenylprop-1-en-1-yl)benzamide
  参考文献：
  名称：

  Rhodium(III)-Catalyzed Cross-Coupling of Alkenylboronic Acids and N-Pivaloyloxylamides

  摘要：

  Rh(III)-catalyzed umpolung amidation of alkenylboronic acids for the synthesis of enamides is reported. This reaction proceeds readily at room temperature and displays an extremely wide spectrum of functional group tolerance. With cooperation of hydroboration, it enables the formal anti-Markovnikov hydroamidation of terminal alkynes, stereospecifically affording the trans-enamides in excellent yields.

  DOI：

  10.1021/ol501309e

文献信息

• METHOD FOR PREPARING ENAMIDE COMPOUND AND RUTHENIUM COMPLEX CATALYST USED THEREIN
  申请人：POSTECH ACADEMY-INDUSTRY FOUNDATION

  公开号：US20170291885A1

  公开（公告）日：2017-10-12

  Provided is a method for preparing an enamide compound, which includes reacting an organic azide compound having α-hydrogen and an anhydride by addition of a ruthenium complex catalyst in the presence of an ionic liquid, and a ruthenium complex catalyst used herein.

  提供了一种制备烯酰胺化合物的方法，包括在存在离子液体的情况下，通过向具有α-氢的有机叠氮化合物和酸酐添加钌配合物催化剂来反应，并且这里使用的是一种钌配合物催化剂。
• Synthesis of Enamides by Ruthenium-Catalyzed Reaction of Alkyl Azides with Acid Anhydrides in Ionic Liquid
  作者：Han Kyu Pak、Junghoon Han、Mina Jeon、Yongjin Kim、Yearang Kwon、Jin Yong Park、Young Ho Rhee、Jaiwook Park

  DOI：10.1002/cctc.201500935

  日期：2015.12

  Enamides were synthesized by a ruthenium‐catalyzed one‐pot, one‐step procedure from alkyl azides and acid anhydrides. The substrate scope includes not only secondary azides, but also primary aliphatic ones to give a wide range of enamides containing various functional groups. This one‐step procedure was based on the newly discovered activity of Severin's diruthenium complex ([Cp^RuCl2]2: Cp^=η5‐1‐methoxy‐2

  通过钌催化的一步法，一步法由烷基叠氮化物和酸酐合成酰胺。底物的范围不仅包括仲叠氮化物，而且还包括伯脂族伯酸，以得到各种包含各种官能团的酰胺。这种一步程序是基于塞韦林的二钌复合物（混合[Cp ^的RuCl的新发现的活性2 ] 2：的Cp ^ =η 5 -1-甲氧基-2,4-二-叔-丁基-3-新戊基环戊二烯基），用于将烷基叠氮化物转化为离子液体中相应的NH亚胺中间体。在Severin配合物与叠氮化物的化学计量反应中观察到钌四烯配合物的形成，烷基化叠氮化物充当了NH亚胺中间体的形成催化剂。
• NOVEL ASYMMETRIC PHOSPHINE LIGAND
  申请人：——

  公开号：US20030144138A1

  公开（公告）日：2003-07-31

  A novel phosphine compound having excellent properties (chemical selectivity, enantioselectivity, catalytic activity) as a catalyst for asymmetric syntheses, especially asymmetric hydrogenation. A phosphine-phosphorane compound represented by the following general formula: 1 (wherein R 1 represents hydrogen atom or a linear or branched alkyl group having 1 to 4 carbon atoms, R 2 , R 3 , R 4 , and R 5 are the same or different, and each represents hydrogen atom, or an alkyl group having 1 to 6 carbon atoms, etc., and each of R 2 and R 3 , R 3 and R 4 , and R 4 and R 5 may be together combined to form a ring which may contain one or more (preferably 1 to 2) oxygen atoms, and R 6 and R 7 are the same or different, and each represents a linear or branched alkyl group having 1 to 6 carbon atoms, etc.).

  一种新型膦化合物，具有优异的性能（化学选择性、对映选择性、催化活性），作为不对称合成催化剂，特别是不对称氢化反应的催化剂。该膦-膦酰化合物由下列通式1表示：其中，R1表示氢原子或具有1至4个碳原子的线性或支链烷基；R2、R3、R4和R5相同或不同，每个表示氢原子或具有1至6个碳原子的烷基等；R2和R3、R3和R4、R4和R5中的每一对可以结合形成一个环，该环可以包含一个或多个（优选1至2个）氧原子；R6和R7相同或不同，每个表示具有1至6个碳原子的线性或支链烷基等。
• US6624320B2
  申请人：——

  公开号：US6624320B2

  公开（公告）日：2003-09-23
• Rhodium(III)-Catalyzed Cross-Coupling of Alkenylboronic Acids and <i>N</i>-Pivaloyloxylamides
  作者：Chao Feng、Teck-Peng Loh

  DOI：10.1021/ol501309e

  日期：2014.7.3

  Rh(III)-catalyzed umpolung amidation of alkenylboronic acids for the synthesis of enamides is reported. This reaction proceeds readily at room temperature and displays an extremely wide spectrum of functional group tolerance. With cooperation of hydroboration, it enables the formal anti-Markovnikov hydroamidation of terminal alkynes, stereospecifically affording the trans-enamides in excellent yields.