3,3-diphenylisoindolin-1-one | 19263-50-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 异吲哚及其衍生物
• 英文名称: 3,3-diphenylisoindolin-1-one
• 英文别名: 3,3-diphenylphthalimidine；3,3-diphenyl-2,3-dihydro-isoindol-1-one；3,3-Diphenyl-phthalimidin；3,3-diphenyl-2H-isoindol-1-one
• CAS: 19263-50-4
• 化学式: C₂₀H₁₅NO
• 分子量: 285.345
• InChiKey: XZFYQIQVYMXONK-UHFFFAOYSA-N

物化性质

• 熔点：
  210-211 °C(Solv: benzene (71-43-2))
• 沸点：
  496.3±45.0 °C(Predicted)
• 密度：
  1.199±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  22
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.05
• 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：

  3,3-diphenylisoindolin-1-one 、 甲基碘化镁 、 高氯酸 以15%的产率得到
  参考文献：
  名称：

  WICHERT-TUR, ZOFIA, POL. J. CHEM., 62,(1988) N-12, C. 715-725

  摘要：

  DOI：
• 作为产物：
  描述：

  2-(diphenylmethyl)benzoic acid 在 草酰氯 、 C₂₂H₂₆ClIrN₂O₃ 、 盐酸羟胺 、 potassium carbonate 、 四(3,5-二(三氟甲基)苯基)硼酸钠 、 N,N-二甲基甲酰胺 作用下， 以 二氯甲烷 、 水 、 乙酸乙酯 为溶剂， 反应 24.5h， 生成 3,3-diphenylisoindolin-1-one
  参考文献：
  名称：

  Strategic Approach to the Metamorphosis of γ-Lactones to NH γ-Lactams via Reductive Cleavage and C–H Amidation

  摘要：

  A new approach has elaborated on the conversion of γ-lactones to the corresponding NH γ-lactams that can serve as γ-lactone bioisosteres. This approach consists of reductive C-O cleavage and an Ir-catalyzed C-H amidation, offering a powerful synthetic tool for accessing a wide range of valuable NH γ-lactam building blocks starting from γ-lactones. The synthetic utility was further demonstrated by the late-stage transformation of complex bioactive molecules and the asymmetric transformation.

  DOI：

  10.1021/acs.orglett.9b02673

文献信息

• Protolytic defluorination of trifluoromethyl-substituted arenes
  作者：Anila Kethe、Adam F. Tracy、Douglas A. Klumpp

  DOI：10.1039/c0ob01276a

  日期：——

  Bronsted superacids. The products from these reactions suggest the formation of reactive electrophiles, such as carbocations, acylium cations or equivalent electrophilic species. As such, Friedel-Crafts-type reactions occur between these species and arene nucleophiles. NMR studies were done, and the results suggest the formation of an acyl group from the trifluoromethyl groups in the superacid.

  研究了一系列三氟甲基取代的芳烃与布朗斯台德超强酸的反应。这些反应的产物表明反应性亲电试剂的形成，例如碳正离子、酰基阳离子或等效的亲电物质。因此，Friedel-Crafts 型反应发生在这些物种和芳烃亲核试剂之间。进行了核磁共振研究，结果表明超强酸中的三氟甲基形成了酰基。
• AROMATIC SULFONIC ACID DERIVATIVE, SULFONIC ACID GROUP-CONTAINING POLYMER, BLOCK CO-POLYMER, POLYMER ELECTROLYTE MATERIAL, POLYMER ELECTROLYTE MOLDED BODY, AND SOLID POLYMER FUEL CELL
  申请人：Izuhara Daisuke

  公开号：US20140213671A1

  公开（公告）日：2014-07-31

  Provided are an aromatic sulfonic acid derivative and a sulfonic acid group-containing polymer, each of which has excellent proton conductivity even under low humidification conditions, while having excellent mechanical strength and chemical stability, and enables a solid polymer fuel cell to achieve high output and excellent physical durability when used therein. This aromatic sulfonic acid derivative has a specific structure and is characterized in that a sulfonic acid group is introduced into more than 50% of all the phenyl groups. This sulfonic acid group-containing polymer is characterized by being obtained by polymerization using the aromatic sulfonic acid derivative, and is also characterized by having a specific structure.

  提供了一种芳香磺酸衍生物和含有磺酸基团的聚合物，它们在低湿化条件下具有优异的质子导电性，同时具有优异的机械强度和化学稳定性，可使固体聚合物燃料电池在其中使用时实现高输出和优异的物理耐久性。这种芳香磺酸衍生物具有特定结构，其特点是将磺酸基团引入到超过50%的苯基中。这种含有磺酸基团的聚合物的特点是通过使用芳香磺酸衍生物进行聚合得到，并且具有特定的结构。
• Superacidic Activation of Maleimide and Phthalimide and Their Reactions with Cyclohexane and Arenes
  作者：Konstantin Yu. Koltunov、G. K. Surya Prakash、Golam Rasul、George A. Olah

  DOI：10.1002/ejoc.200600486

  日期：2006.11

  When activated in the CF3SO3H/SbF5 acid system maleimide (1) and phthalimide (2) undergo selective ionic hydrogenation with cyclohexane to give 1,5-dihydropyrrol-2-one (3) and phthalimidine (11), respectively. When treated with aluminum halides, N-phenylmaleimide (4) reacts with cyclohexane to give N-phenylsuccinimide (5), whereas 2 still gives 11. Imide 1 also condenses with benzene in trifluoromethanesulfonic

  当在 CF3SO3H/SbF5 酸体系中活化时，马来酰亚胺 (1) 和邻苯二甲酰亚胺 (2) 与环己烷进行选择性离子氢化，分别得到 1,5-二氢吡咯-2-酮 (3) 和邻苯二甲酰亚胺 (11)。当用卤化铝处理时，N-苯基马来酰亚胺 (4) 与环己烷反应生成 N-苯基琥珀酰亚胺 (5)，而 2 仍然生成 11。酰亚胺 1 也在三氟甲磺酸 (CF3SO3H) 中与苯缩合生成 1,5-二氢- 5,5-diphenylpyrrol-2-one (7) 作为主要产品。然而，在卤化铝存在下，1 与苯、甲苯和邻二氯苯反应，分别生成 3-芳基琥珀酰亚胺 8-10。在三氟甲磺酸和卤化铝的作用下，酰亚胺 2 与苯反应生成 3,3-二苯基邻苯二甲酰亚胺 (12)。这些反应的机理，讨论了超亲电双阳离子中间体的潜在参与。(© Wiley-VCH Verlag GmbH & Co. KGaA, 69451 Weinheim
• Rhodium(<scp>iii</scp>)-catalyzed formal oxidative [4 + 1] cycloaddition of benzohydroxamic acids and α-diazoesters. A facile synthesis of functionalized benzolactams
  作者：Hon-Wah Lam、Ka-Yi Man、Wai-Wing Chan、Zhongyuan Zhou、Wing-Yiu Yu

  DOI：10.1039/c4ob00512k

  日期：——

  A Rh(III)-catalyzed oxidative [4 + 1] cycloaddition of benzohydroxamic acids and α-diazoesters is achieved to afford benzolactams in up to 93% yields. With the N-OAc amido moiety as a directing group, the ortho-C–H is selectively functionalized and the catalytic reaction exhibits excellent tolerance to different functional substituents. A notable rhodacyclic complex is isolated and structurally characterized

  可实现Rh（III）催化的苯并异羟肟酸和α-重氮酸酯的氧化[4 +1]环加成反应，从而以最高93％的收率得到苯并内酰胺。以N -OAc酰胺基部分为导向基团，邻位-C-H被选择性官能化，并且催化反应对不同的官能取代基表现出优异的耐受性。分离出了显着的铑环配合物并对其结构进行了表征，这表明CH / NH环金属化是催化循环的关键步骤。
• Facile Synthesis of Isoindolinones via Rh(III)-Catalyzed One-Pot Reaction of Benzamides, Ketones, and Hydrazines
  作者：Yan Zhang、Dahai Wang、Sunliang Cui

  DOI：10.1021/acs.orglett.5b01016

  日期：2015.5.15

  A Rh(III)-catalyzed one-pot reaction of benzamides, ketones, and hydrazines for facile access to isoindolinones is reported. In this method, various ketones are transformed into donor–donor diazo compounds, which sequentially engage in insertion with benzamides under Rh(III) catalysis to generate N-substituted quaternary isoindolinones.

  据报道，Rh（III）催化的苯甲酰胺，酮和肼的一锅反应可轻松获得异吲哚啉酮。在这种方法中，各种酮被转化为供体-供体重氮化合物，它们在Rh（III）催化下与苯甲酰胺顺序插入，生成N-取代的季异吲哚满酮。