N,N-diethyl-3,3-diphenyl-2-propenamide | 51764-13-7

• 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: N,N-diethyl-3,3-diphenyl-2-propenamide
• 英文别名: N,N-diethyl-3,3-diphenylacrylamide；N,N-diethyl 3,3-diphenylpropenamide；3,3-diphenyl-acrylic acid diethylamide；3,3-Diphenyl-acrylsaeure-diaethylamid；N,N-diethyl-3,3-diphenylprop-2-enamide
• CAS: 51764-13-7
• 化学式: C₁₉H₂₁NO
• 分子量: 279.382
• InChiKey: RJDGNIFENVBVFT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  21
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.21
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  1

反应信息

• 作为产物：
  描述：

  二苯甲酮 在 zinc/copper couple 、 甲苯 、 苯 作用下， 生成 N,N-diethyl-3,3-diphenyl-2-propenamide
  参考文献：
  名称：

  N,N-Dialkyl-β-hydroxyamides via the Reformatsky Reaction^1,2

  摘要：

  DOI：

  10.1021/ja01182a073

文献信息

• Organocatalytic deprotonative functionalization of C(sp2)–H and C(sp3)–H bonds using in situ generated onium amide bases
  作者：Kiyofumi Inamoto、Hitomi Okawa、Hiroshi Taneda、Maomi Sato、Yutaro Hirono、Misato Yonemoto、Shoko Kikkawa、Yoshinori Kondo

  DOI：10.1039/c2cc35701a

  日期：——

  Onium amides, generated in situ from the combination of aminosilanes and onium fluorides (R(4)PF, R(4)NF), are employed for the first time as bases for catalytic deprotonative functionalization of C(sp(2))-H and activated C(sp(3))-H bonds under mild conditions.

  由氨基硅烷和氟化鎓（R（4）PF，R（4）NF）的组合就地生成的鎓酰胺首次用作C（sp（2））-H催化去质子功能化的基础和活化的C（sp（3））-H键在温和的条件下。
• Visible-Light-Enabled Oxidative Coupling of Alkenes with Dialkylformamides To Access Unsaturated Amides
  作者：Maojian Lu、Zhaowei Lin、Shanyi Chen、Hongyou Chen、Mingqiang Huang、Shunyou Cai

  DOI：10.1021/acs.orglett.9b03870

  日期：2019.12.20

  A practical and direct method for oxidative cross-coupling of alkenes with dialkylformamides is established employing visible-light-enabled photoredox catalysis. This strategy allows efficient access to diverse unsaturated amides under mild reaction conditions. The application of an appropriate diaryliodonium salt was demonstrated to be critical to the success of this process. This catalyst system

  建立了一种实用且直接的方法，利用可见光使能的光氧化还原催化作用，将烯烃与二烷基甲酰胺进行氧化交联。该策略允许在温和的反应条件下有效地获得各种不饱和酰胺。事实证明，适当的二芳基碘鎓盐的应用对于该方法的成功至关重要。该催化剂体系对各种有用的官能团具有良好的耐受性。
• Palladium-Catalyzed, Ligand-Controlled Chemoselective Oxidative Coupling Reactions of Benzene Derivatives with Acrylamides under an Oxygen Atmosphere
  作者：Seiichiro Harada、Hiroki Yano、Yasushi Obora

  DOI：10.1002/cctc.201200649

  日期：2013.1

  Under an oxygen umbrella: The Pd‐catalyzed aerobic oxidative coupling of benzene derivatives with acrylates provides an efficient and atom‐economical route to cinnamamides (see scheme). Readily available starting materials are used and molecular oxygen serves as the sole oxidant. By using this system, the chemoselective oxidative coupling reaction can provide either monoarylation or diarylation products

  在氧气保护伞下：苯衍生物与丙烯酸酯的Pd催化好氧氧化偶合为肉桂酰胺提供了有效且原子经济的途径（请参见方案）。使用现成的原料，分子氧充当唯一的氧化剂。通过使用该系统，化学选择性氧化偶联反应可以简单地通过改变Pd / acacH的摩尔比来提供单芳基化或二芳基化产物。
• Palladium-Catalyzed Double-Carbonylation of Alkenyl Halides with Secondary Amines To Give α-Keto Amides
  作者：Tae-il Son、Hisayoshi Yanagihara、Fumiyuki Ozawa、Akio Yamamoto

  DOI：10.1246/bcsj.61.1251

  日期：1988.4

  are successfully double-carbonylated under appropriate reaction conditions and the corresponding α-keto amides are obtained in good to modest yields together with amides. In contrast, the reactions of alkenyl halides without a phenyl group give amides exclusively. In order to clarify the reason for the substrate-specificity in the reaction, series of alkenyl- and alkenoylpalladium(II) complexes, the

  详细研究了在钯催化剂存在下烯基卤化物与二乙胺的双羰基化反应。该反应生成 α-酮酰胺和酰胺，即单羰基化副产物。α-酮酰胺的产率很大程度上取决于烯基卤化物的性质。在乙烯基上具有苯基作为取代基的烯基溴化物或碘化物在适当的反应条件下成功地双羰基化，并且与酰胺一起以良好至适中的产率获得相应的α-酮酰胺。相反，没有苯基的链烯基卤化物的反应仅产生酰胺。为了阐明反应中底物特异性的原因，一系列链烯基-和链烯酰基钯（II）配合物，催化反应中的假定中间体，已经制备并检查了它们与仲胺、一氧化碳和链烯基卤化物的反应。该研究表明，三种类型的pro的操作...
• Phosphazene base-catalyzed condensation of trimethylsilylacetate with carbonyl compounds
  作者：Koji Kobayashi、Masahiro Ueno、Yoshinori Kondo

  DOI：10.1039/b606056k

  日期：——

  The t-Bu-P4 base was found to be an excellent catalyst for the condensation of trimethylsilylacetate or trimethylacetonitrile with carbonyl compounds to form functionalized alkenes and beta-enaminoesters were also synthesized by the condensation with formanilides.

  发现t-Bu-P4碱是乙酸三甲基甲硅烷基酯或三甲基乙腈与羰基化合物缩合以形成官能化烯烃的极佳催化剂，并且通过与甲酰苯胺的缩合反应也合成了β-烯氨基酯。