N-(2-苯基苯乙烯基)苯甲酰胺 | 4888-34-0

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 中文名称: N-(2-苯基苯乙烯基)苯甲酰胺
• 英文名称: N-(2,2-diphenylvinyl)benzamide
• 英文别名: N-(2-phenylstyryl)benzamide；N-(2,2-diphenyl-vinyl)-benzamide；N-(2,2-Diphenyl-vinyl)-benzamid；N-Benzoyl-β,β-diphenyl-vinylamin；2-Benzamino-1,1-diphenyl-aethylen；N-(2,2-diphenylethenyl)benzamide
• CAS: 4888-34-0
• 化学式: C₂₁H₁₇NO
• 分子量: 299.372
• InChiKey: PLHYDZQWWXXWIS-UHFFFAOYSA-N

物化性质

• 熔点：
  131 °C
• 沸点：
  503.0±50.0 °C(Predicted)
• 密度：
  1.129±0.06 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  23
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 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：

  N-(2-苯基苯乙烯基)苯甲酰胺 在 盐酸 作用下， 生成 联苯乙醛
  参考文献：
  名称：

  Krabbe; Boehlk; Schmidt, Chemische Berichte, 1938, vol. 71, p. 64,66, 76

  摘要：

  DOI：
• 作为产物：
  描述：

  联苯乙醛 在 硫酸 作用下， 以 二苯醚 、 苯 为溶剂， 生成 N-(2-苯基苯乙烯基)苯甲酰胺
  参考文献：
  名称：

  Über die Reaktion von Diphenylacetaldehyd-derivaten mit Säureamiden. 3. Mitt. über Untersuchungen an Acyl-enaminen

  摘要：

  DOI：

  10.1002/ardp.19632960707

文献信息

• Access to (<i>Z</i>)-β-Substituted Enamides from <i>N</i>1-H-1,2,3-Triazoles
  作者：Tao Wang、Zongyuan Tang、Han Luo、Yi Tian、Mingchuan Xu、Qixing Lu、Baosheng Li

  DOI：10.1021/acs.orglett.1c02087

  日期：2021.8.20

  A direct ring-opening/nucleophilic substitution reaction of N1-H-1,2,3-triazoles has been described. Divergent (Z)-β-halogen- or sulfonyl-substituted enamides could be stereospecifically synthesized in a tunable manner. This strategy might not only enable a new ring-opening method of N1-H-1,2,3-triazoles under nonmetal catalysis and mild reaction conditions but also offer a good opportunity to reliably

  已经描述了N 1-H-1,2,3-三唑的直接开环/亲核取代反应。发散的 ( Z )-β-卤素或磺酰基取代的烯酰胺可以以可调的方式立体定向合成。这种策略不仅可以在非金属催化和温和的反应条件下实现N 1-H-1,2,3-三唑的新开环方法，而且还为可靠地获得多功能 ( Z )-β-取代的烯酰胺提供了良好的机会可用作进一步合成转化的合成前体。
• Visible-Light-Driven [3 + 2]/[4 + 2] Annulation Reactions of Alkenes with <i>N</i>-Aminopyridinium Salts
  作者：Yu-Zhao Wang、Peng-Yu Liang、Hong-Chao Liu、Wu-Jie Lin、Pan-Pan Zhou、Wei Yu

  DOI：10.1021/acs.orglett.2c02323

  日期：2022.8.19

  The annulation reactions of benzoamidyl radicals with alkenes were realized under visible light irradiation with fac-Ir(ppy)3 as catalyst and N-aminopyridinium salts as benzoamidyl radical precursors. The reaction can deliver two distinct types of products: in the case of vinyl arenes, [3 + 2] annulation product dihydrooxazoles were yielded exclusively; when alkyl-substituted alkenes were used, on the

  以fac -Ir(ppy) 3为催化剂，N-氨基吡啶鎓盐为苯甲酰胺自由基前体，在可见光照射下实现了苯甲酰胺自由基与烯烃的环化反应。该反应可以产生两种不同类型的产物：在乙烯基芳烃的情况下，仅产生 [3 + 2] 环化产物二氢恶唑；另一方面，当使用烷基取代的烯烃时，它提供了[4 + 2]环化产物二氢异喹啉酮。通过 DFT 计算阐明了决定反应后果的因素。
• Visible-Light-Mediated Direct Amidation of Arenes and Hetero­arenes with N-Aminopyridinium Salts
  作者：Yaming Li、Cencen Xia、Xinyu Hao、Kun Jin、Rong Zhang、Chunying Duan

  DOI：10.1055/a-1867-7228

  日期：2022.9

  heteroaromatics by using benzamide radicals with free NH groups generated from N-amidopyridinium salts under visible-light irradiation. The new mode of activation of N-amidopyridinium salts proceeds efficiently under mild conditions to give various benzamide derivatives with free NH groups. In addition, oxazoline analogues, synthesized by the reaction with styrene, demonstrate a substantial range of prospective

  已经开发了一种新的光诱导策略，用于芳烃和杂芳烃的 C-H 酰胺化，通过使用在可见光照射下由N-氨基吡啶鎓盐产生的具有游离NH基团的苯甲酰胺自由基。N-氨基吡啶鎓盐的新活化模式在温和条件下有效进行，得到具有游离NH基团的各种苯甲酰胺衍生物。此外，通过与苯乙烯反应合成的恶唑啉类似物证明了这种多功能协议的大量潜在应用。
• 10.1039/d4nj02305f
  作者：Wang, Bosen、Li, Hao、Liu, Minmin、Lin, Jiayi、Yang, Chenglei、Zhao, Zhongkai、Li, Dianjun、Yang, Jinhui

  DOI：10.1039/d4nj02305f

  日期：——

  under visible light to obtain aromatic/alkyl substituted amides. The nitrogen radicals formed during this process undergo hydrogen atom transfer (HAT) to form amides through the proton provided by HBpin. This reaction eliminates the need for external chemical oxidants and expensive photocatalysts, and exhibits compatibility with various aryl/alkyl substituted derivatives. This method has good prospects

  该方法描述了在可见光下铁促进的二恶唑酮酰胺化以获得芳香族/烷基取代的酰胺。在此过程中形成的氮自由基通过 HBpin 提供的质子进行氢原子转移 (HAT) 形成酰胺。该反应消除了对外部化学氧化剂和昂贵的光催化剂的需要，并且表现出与各种芳基/烷基取代的衍生物的相容性。该方法在有机合成和医药领域具有良好的应用和发展前景。
• Reaction of (1,ω)-<i>N</i>-Acylamino Alcohols with Lawesson's Reagent:  Synthesis of Sulfur-Containing Heterocycles
  作者：Takehiko Nishio

  DOI：10.1021/jo961704n

  日期：1997.2.1

  Lawesson's reagent [LR: 2,4-bis(p-methoxyphenyl)-1,3,2,4-dithiaphosphetane 2,4-disulfide] is shown to be a valuable reagent for the ready access of sulfur-containing heterocycles: thiazolines 2 starting from the (1,2)-N-acylamino alcohols 1 and benzothiazines 14 from [2-(N-acylamino)phenyl]alkanols 12. Treatment of (1,2)-N-acylamino secondary alcohols 1a-p with LR gave the thiazolines 1a-p via direct conversion of the alcohols to the respective thiols, and the subsequent thionation of the amide carbonyl, followed by cyclization with the elimination of hydrogen sulfide. However, reaction of (1,2)-N-acylamino tertiary alcohols 1q-u with LR yielded the dehydration products 5-7 and 9. Treatment of [2-(N-acylamino)phenyl]alkanols 12a-f with a molar equivalent of LR yielded the 3,1-benzothiazines 14a-f. In this reaction, the [2-(N-acylamino)phenyl]alkanethiols 13a-e were isolated when the corresponding alcohols 12a-e were treated with 0.5 equiv of LR. Further thionation of 13c with LR also gave 3,1-benzothiazine 14c.