[4-(叔丁基)苯基](2-硝基苯基)甲酮 | 461694-81-5

• 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: [4-(叔丁基)苯基](2-硝基苯基)甲酮
• 英文名称: [4-(tert-butyl)phenyl](2-nitrophenyl)methanone
• 英文别名: (4-Tert-butylphenyl)-(2-nitrophenyl)methanone
• CAS: 461694-81-5
• 化学式: C₁₇H₁₇NO₃
• 分子量: 283.327
• InChiKey: VGRJSAMGSBSOMJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  21
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.24
• 拓扑面积：
  62.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  [4-(叔丁基)苯基](2-硝基苯基)甲酮 在 palladium on activated charcoal 吡啶 、 氢气 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 6.0~20.0 ℃ 、500.0 kPa 条件下， 反应 23.0h， 生成 N-[2-(4-tert-butylbenzoyl)phenyl]methanesulfonamide
  参考文献：
  名称：

  COX-1/COX-2 inhibitors based on the methanone moiety

  摘要：

  This paper focuses on the synthesis and the in vitro testing of dual COX-1/COX-2 inhibitors. Starting from structures of non-steroidal anti-inflammatory drugs (NSAIDs) the diaryl methanone element was chosen as a lead. Modifications were carried out on this scaffold to obtain potent inhibitors of the COX enzymes. The N-(2-aroylphenyl)sulphonamides and -amides were studied in detail, and to consolidate the data evaluated the corresponding 3- and 4-regioisomers were also investigated. The potency and the enzyme selectivity were varied by structural modifications of the lead. (C) 2002 Published by Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(01)01330-7
• 作为产物：
  描述：

  叔丁基苯 、 2-硝基苯甲酰氯 在 三氯化铝 作用下， 以 二氯甲烷 为溶剂， 以37%的产率得到[4-(叔丁基)苯基](2-硝基苯基)甲酮
  参考文献：
  名称：

  COX-1/COX-2 inhibitors based on the methanone moiety

  摘要：

  This paper focuses on the synthesis and the in vitro testing of dual COX-1/COX-2 inhibitors. Starting from structures of non-steroidal anti-inflammatory drugs (NSAIDs) the diaryl methanone element was chosen as a lead. Modifications were carried out on this scaffold to obtain potent inhibitors of the COX enzymes. The N-(2-aroylphenyl)sulphonamides and -amides were studied in detail, and to consolidate the data evaluated the corresponding 3- and 4-regioisomers were also investigated. The potency and the enzyme selectivity were varied by structural modifications of the lead. (C) 2002 Published by Editions scientifiques et medicales Elsevier SAS.

  DOI：

  10.1016/s0223-5234(01)01330-7

文献信息

• Cp*Rh^III -Catalyzed Directed Amidation of Aldehydes with Anthranils
  作者：Suvankar Debbarma、Modhu Sudan Maji

  DOI：10.1002/ejoc.201700457

  日期：2017.7.7

  towards construction of amide C–N bonds under mild conditions through rhodium(III) catalysis has been explored. Previous waste-free amidations were generally limited to the condensation of carboxylic acids and amines. In this report, we directly applied amination of the aldehyde C(sp2)–H bond to extend the scope of amidation reactions. The amination shows a wide substrates scope, and several important

  探索了在温和条件下通过铑（III）催化构建酰胺C–N键的方法。先前的无浪费的酰胺化作用通常限于羧酸和胺的缩合。在本报告中，我们直接应用了醛C（sp 2）–H键的胺化反应来扩展酰胺化反应的范围。胺化反应显示出较宽的底物范围，并且在良性反应条件下可耐受几个重要的官能团。合成的酰胺是制备各种生物活性天然产物中存在的苯并恶嗪酮衍生物的重要前体。