1-(6-苯基吡啶-3-基)乙酮 | 35022-79-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡啶及其衍生物
• 中文名称: 1-(6-苯基吡啶-3-基)乙酮
• 中文别名: 3-乙酰基-6-苯基吡啶
• 英文名称: 1-(6-phenylpyridin-3-yl)ethanone
• 英文别名: 3-acetyl-6-phenylpyridine；1-(6-phenylpyridin-3-yl)ethan-1-one
• CAS: 35022-79-8
• 化学式: C₁₃H₁₁NO
• 分子量: 197.236
• InChiKey: WVVDXJCNTSQZOO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  30
• 氢给体数：
  0
• 氢受体数：
  2

安全信息

• 海关编码：
  2933399090

反应信息

• 作为反应物：
  描述：

  1-(6-苯基吡啶-3-基)乙酮 在 silver hexafluoroantimonate 、 对甲苯磺酰叠氮 、 dicobalt octacarbonyl 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 、 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 乙醇 、 甲苯 、 乙腈 为溶剂， 反应 28.5h， 生成 ethyl 3-acetyl-6-oxo-6H-pyrido[2,1-a]isoquinoline-7-carboxylate
  参考文献：
  名称：

  Cobalt-Catalyzed Carbonylative Cyclization of Pyridinyl Diazoacetates for the Synthesis of Pyridoisoquinolinones

  摘要：

  Dicobalt octacarbonyl-catalyzed carbonylative cyclization of pyridinyl diazoacetates is developed for the synthesis of pyridoisoquinolinones under mild conditions (room temperature) in a carbon monoxide atmosphere. Moreover, a synthetic method for various pyridoisoquinolinones from ethylp-yridinyl aryl acetates is demonstrated through diazotization using TsN3 and DBU followed by Co-catalyzed carbonylation to generate ketene intermediates, which can subsequently undergo intramolecular cyclization under mild conditions in a carbon monoxide atmosphere in a semi-one-pot fashion.

  DOI：

  10.1021/acs.orglett.5b03340
• 作为产物：
  描述：

  吡啶 以32%的产率得到
  参考文献：
  名称：

  GIAM C.-S.; UENO K., J. AMER. CHEM. SOC. , 1977, 99, NO 9, 3166-3167

  摘要：

  DOI：

文献信息

• Iron-mediated direct arylation with arylboronic acids through an aryl radical transfer pathway
  作者：Jian Wang、Shan Wang、Gao Wang、Ji Zhang、Xiao-Qi Yu

  DOI：10.1039/c2cc35468c

  日期：——

  A novel iron-mediated direct C–H arylation of quinones and pyridine analogues with arylboronic acids has been developed using dichloromethane and water as solvents at ambient temperature. FeS is employed and serves as an efficient catalyst. A detailed reaction mechanism is speculated and expounded.

  一种新型铁介导的醌和吡啶类似物与芳基硼酸直接C-H芳基化反应已开发出来，使用二氯甲烷和水作为溶剂，在常温下进行。FeS被用作高效的催化剂，详细推测并阐述了反应机理。
• Rhodium-Catalyzed Intermolecular Amidation of Arenes with Sulfonyl Azides via Chelation-Assisted C–H Bond Activation
  作者：Ji Young Kim、Sae Hume Park、Jaeyune Ryu、Seung Hwan Cho、Seok Hwan Kim、Sukbok Chang

  DOI：10.1021/ja303527m

  日期：2012.6.6

  We report the direct amidation of arene C-H bonds using sulfonyl azides as the amino source to release N(2) as the single byproduct. The reaction is catalyzed by a cationic rhodium complex under external oxidant-free conditions in the atmospheric environment. A broad range of chelate group-containing arenes are selectively amidated with excellent functional group tolerance, thus opening a new avenue

  我们报告使用磺酰叠氮化物作为氨基源释放 N(2) 作为单一副产品的芳烃 CH 键的直接酰胺化。该反应在大气环境中的外部无氧化剂条件下由阳离子铑络合物催化。广泛的含螯合基团的芳烃被选择性酰胺化，具有优异的官能团耐受性，从而为实际分子间 CN 键的形成开辟了新途径。
• Three-Component Ruthenium-Catalyzed Direct <i>Meta-</i>Selective C–H Activation of Arenes: A New Approach to the Alkylarylation of Alkenes
  作者：Xin-Gang Wang、Yuke Li、Hong-Chao Liu、Bo-Sheng Zhang、Xue-Ya Gou、Qiang Wang、Jun-Wei Ma、Yong-Min Liang

  DOI：10.1021/jacs.9b06608

  日期：2019.9.4

  molecular scaffolds from simple precursors. Here, an unprecedented three-component direct C-H addition was achieved in the challenging meta-selective fashion. Fluoroalkyl halides and a wide range of alkenes, including vinylarenes, unactivated alkenes and internal alkenes, were employed as the coupling partners of arenes in this strategy. The detailed mechanism presented is supported by kinetic isotope stud-ies

  多组分反应与两组分反应有着根本的不同，因为多组分反应可以从简单的前体高效、经济地构建复杂的分子支架。在这里，以具有挑战性的元选择性方式实现了前所未有的三组分直接 CH 添加。在该策略中，氟烷基卤化物和各种烯烃，包括乙烯基芳烃、未活化的烯烃和内烯烃，被用作芳烃的偶联伙伴。所提出的详细机制得到了动力学同位素研究、自由基时钟实验和密度泛函理论 (DFT) 计算的支持。此外，该策略提供了获得各种含氟生物活性 1,1-二芳基烷烃和其他具有挑战性的合成潜力产品的途径。
• 8-Substituted isoquinoline derivative and the use thereof
  申请人：Kaneko Shunsuke

  公开号：US20100261701A1

  公开（公告）日：2010-10-14

  The present invention relates to a compound represented by the following formula (1): wherein D 1 , A 1 , D 2 , R 1 , D 3 , and R 2 each have the same meaning as defined in the present specification or a salt thereof. The compound represented by the formula (1) or a salt thereof has an IKKβ inhibiting activity and the like and is useful for the prevention and/or treatment of IKKβ-associated diseases or symptoms and the like.

  本发明涉及一种由以下式（1）表示的化合物： 其中D1，A1，D2，R1，D3和R2分别具有与本说明书中定义的相同含义或其盐。由式（1）表示的化合物或其盐具有IKKβ抑制活性等，对于预防和/或治疗IKKβ相关疾病或症状等方面是有用的。
• Synthesis of New N-Arylpyrimidin-2-amine Derivatives Using a Palladium Catalyst
  作者：Ibrahim El-Deeb、Jae Ryu、So Lee

  DOI：10.3390/molecules13040818

  日期：——

  New N-aryl-4-(pyridin-3-yl)pyrimidin-2-amine derivatives were synthesizedfrom the corresponding amines, applying optimized Buchwald-Hartwig aminationconditions using dichlorobis(triphenylphosphine)Pd(II), xantphos and sodium tertbutoxidein refluxing toluene under a nitrogen atmosphere. The target N-aryl derivativeswere obtained in moderate to good yields ranging from 27% to 82%. The proceduredescribed could be widely employed for the preparation of new heterocyclic compounds.The structures of the new compounds were confirmed by FT-NMR, FT-IR and elementalanalysis.

  通过应用优化的Buchwald-Hartwig氨基化条件，使用二氯双(三苯基膦)钯(II)、xantphos和叔丁醇钠，在氮气氛围下于回流甲苯中，从相应的胺合成了新型N-芳基-4-(吡啶-3-基)嘧啶-2-胺衍生物。所得到的N-芳基衍生物产率从中等到良好，范围在27%至82%之间。描述的程序可广泛用于制备新型杂环化合物。新化合物的结构通过FT-NMR、FT-IR和元素分析得到了确认。