(E)-N-(1-phenylprop-1-en-1-yl)benzamide

• 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-(1-phenylprop-1-en-1-yl)benzamide
• 英文别名: N-[(1E)-1-phenyl-1-propenyl]benzamide；N-[(E)-1-phenylprop-1-enyl]benzamide
• 化学式: C₁₆H₁₅NO
• 分子量: 237.301
• InChiKey: AZUQSVCOOXWJEC-RSSMCMFDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  18
• 可旋转键数：
  3
• 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

• 作为反应物：
  描述：

  (E)-N-(1-phenylprop-1-en-1-yl)benzamide 生成 N-苯甲酰基-苯甲酰胺
  参考文献：
  名称：

  AURICCHIO S.; PAVA O. V. DE; VERA E., SYNTHESIS, 1979, NO 2, 116-117

  摘要：

  DOI：
• 作为产物：
  描述：

  5-methyl-2,4-diphenyloxazole 生成 (E)-N-(1-phenylprop-1-en-1-yl)benzamide
  参考文献：
  名称：

  MUNEER, MOHAMMED;KAMAT, PRASHANT V.;GEORGE, MANAPURATHU V., CAN. J. CHEM., 68,(1990) N, C. 969-975

  摘要：

  DOI：

文献信息

• Transition-Metal-Free β-C–H Bond Carbonylation of Enamides or Amides with a Trifluoromethyl Group as CO Surrogate for the Synthesis of 1,3-Oxazin-6-ones
  作者：Ping Song、Peng Yu、Jin-Shun Lin、Yiqun Li、Ning-Yuan Yang、Xin-Yuan Liu

  DOI：10.1021/acs.orglett.7b00178

  日期：2017.3.17

  A cascade β-C–H bond trifluoromethylation/C(sp3)–F bond activation/hydrolysis reaction of enamides with Togni’s reagent has been disclosed. This formal C–H bond carbonylation reaction utilizes the CF3 group as a CO surrogate to provide an efficient approach to 1,3-oxazin-6-ones in satisfactory yields. Furthermore, CF3-containing 1,3-oxazin-6-ones could also be accessed using this method by using alkenyl

  已经公开了酰胺与Togni试剂的级联β-C-H键三氟甲基化/ C（sp 3）-F键活化/水解反应。正式的C–H键羰基化反应利用CF 3基团作为CO替代物，以令人满意的收率提供了一种有效的方法来合成1,3-恶嗪-6-酮。此外，还可以使用烯基N-乙基酰胺，通过涉及一种C sp2- H，一个C sp3- H，一个C sp2- H的官能化，使用这种方法来获得含CF 3的1,3-恶嗪-6-酮。和三个C sp3–F键。该方法的广泛的底物范围使得能够获得合成或药学上重要的化合物，这是通过已知方法难以获得的。
• Synthesis of 2,3-Dihydro-1<i>H</i>-azepine and 1<i>H</i>-Azepin-2(3<i>H</i>)-one Derivatives From Intramolecular Condensation between Stable Tertiary Enamides and Aldehydes
  作者：Wenju Zhu、Liang Zhao、Mei-Xiang Wang

  DOI：10.1021/acs.joc.5b02021

  日期：2015.12.18

  heterocyclic rings is reported based on emerging tertiary enamide synthons. Under very mild conditions employing BBr3 as a Lewis acid catalyst and P2O5 as an additive, tertiary enamides that contain a formyl group underwent highly efficient and scalable intramolecular cyclic condensation to afford diverse 2,3-dihydro-1H-azepine and 1H-azepin-2(3H)-one derivatives in 71–96% yields. The reaction proceeded most

  据报道，基于新兴的叔烯酰胺合成子，一种新的策略来构建2，3-二氢-1 H-氮杂和1 H - azepin -2（3 H）-一个杂环。在非常温和的条件下，使用BBr 3作为路易斯酸催化剂，并使用P 2 O 5作为添加剂，对含有甲酰基的叔酰胺进行高效且可扩展的分子内环缩合反应，从而得到各种2,3-二氢-1 H-氮杂庚烷和1 H-氮杂-2-2（3 H）一类衍生物，产率为71-96％。该反应最可能是通过将酰胺类亲核加成到醛中，进行去质子化和脱水级联反应而进行的。还证明了该方法在合成天然存在的伦诺沙明的核心结构二氢-阿斯匹庚诺[2,1- a ] isoindol-5-ones中的应用。
• Process for producing optically active amide from alpha beta- unsaturated amide derivative in the presence of transition metal complex containing phosphine-phosphorane compound and transition metal
  申请人：TAKASAGO INTERNATIONAL CORPORATION

  公开号：US20030120067A1

  公开（公告）日：2003-06-26

  A novel process for producing an optically active amide excellent in chemical selectivity and enantioselectivity by asymmetric hydrogenation of an &agr;,&bgr;-unsaturated amide and also allowing the reaction to proceed efficiently even when a trace amount of a catalyst is used relative to the substrate as compared with the amount in a conventional process. An optically active amide is produced by asymmetric hydrogenation of an &agr;,&bgr;-unsaturated amide derivative in the presence of a transition metal complex containing a specific phosphine-phosphorane compound.

  一种生产光学活性酰胺的新工艺，具有优异的化学选择性和对映选择性，通过对α，β-不饱和酰胺进行不对称加氢实现，并且即使相对于底物而言使用微量催化剂，也能使反应高效进行，相较于传统工艺中使用的量。在含有特定膦-膦烷化合物的过渡金属配合物存在下，通过对α，β-不饱和酰胺衍生物进行不对称加氢，生产出光学活性酰胺。
• Novel asymmetric phosphine ligand
  申请人：——

  公开号：US20030139285A1

  公开（公告）日：2003-07-24

  A phosphine compound having excellent properties (chemical selectivity, enantioselectivity, catalytic activity) as a catalyst for asymmetric syntheses, especially asymmetric hydrogenations. A phosphine-phospholane compound represented by the following formula (1): 1 a phosphine-primary phosphine intermediate; a transition metal complex including the phosphine-phospholane compound of formula (1) and a transition metal, and a catalyst including the transition metal complex.

  一种磷化合物，具有优异的性质（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催化剂。该磷-磷杂环化合物的化学式表示为（1）：1a 磷-一级磷中间体；包括化学式为（1）的磷-磷杂环化合物和过渡金属的过渡金属配合物，以及包括过渡金属配合物的催化剂。
• 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。