3,3-dimethyl-2-phenylindoline | 93007-64-8

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 3,3-dimethyl-2-phenylindoline
• 英文别名: 3-Dimethyl-2-phenylindoline；3,3-dimethyl-2-phenyl-1,2-dihydroindole
• CAS: 93007-64-8
• 化学式: C₁₆H₁₇N
• 分子量: 223.318
• InChiKey: GBOHOKPJIMHHAH-UHFFFAOYSA-N

物化性质

• 熔点：
  93 °C
• 沸点：
  336.0±32.0 °C(Predicted)
• 密度：
  1.028±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  17
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  12
• 氢给体数：
  1
• 氢受体数：
  1

反应信息

• 作为反应物：
  描述：

  3,3-dimethyl-2-phenylindoline 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.33h， 以35%的产率得到3,3-dimethyl-2-phenyl-3H-indole 1-oxide
  参考文献：
  名称：

  Letcher, Roy M.; Sin, Della W. M.; Cheung, Kung-Kai, Journal of the Chemical Society. Perkin transactions I, 1993, # 8, p. 939 - 944

  摘要：

  DOI：
• 作为产物：
  描述：

  苯肼 在 sodium tetrahydroborate 、 溶剂黄146 作用下， 以 甲醇 为溶剂， 反应 21.0h， 生成 3,3-dimethyl-2-phenylindoline
  参考文献：
  名称：

  Single-Operation Deracemization of 3H-Indolines and Tetrahydroquinolines Enabled by Phase Separation

  摘要：

  The single-operation deracemization of 3H indolines and tetrahydroquinolines is described. An asymmetric redox approach was employed, in which a phosphoric acid catalyst, oxidant, and reductant are present in the reaction mixture. The simultaneous presence of both oxidant and reductant was enabled by phase separation and resulted in the isolation of highly enantioenriched starting materials in high yields.

  DOI：

  10.1021/ja4082827

文献信息

• Decarboxylative acylation of indolines with α-keto acids under palladium catalysis: a facile strategy for the synthesis of 7-substituted indoles
  作者：Minyoung Kim、Neeraj Kumar Mishra、Jihye Park、Sangil Han、Youngmi Shin、Satyasheel Sharma、Youngil Lee、Eui-Kyung Lee、Jong Hwan Kwak、In Su Kim

  DOI：10.1039/c4cc06929c

  日期：——

  Palladium-catalyzed decarboxylative acylation of highly substituted indolines with alpha-keto acids via C-H bond activation is described. This protocol provides efficient access to C7-carbonylated indoles known to have diverse biological profiles.

  描述了通过CH键活化的具有α-酮酸的高度取代的二氢吲哚的钯催化的脱羧酰化。该方案提供了对已知具有多种生物学特性的C7-羰基吲哚的有效获取途径。
• [EN] NOVEL ORGANIC ELECTROLUMINESCENT COMPOUNDS AND ORGANIC ELECTROLUMINESCENT DEVICE COMPRISING THE SAME<br/>[FR] NOUVEAUX COMPOSÉS ÉLECTROLUMINESCENTS ORGANIQUES ET DISPOSITIF ÉLECTROLUMINESCENT ORGANIQUE LES COMPRENANT
  申请人：ROHM & HAAS ELECT MAT

  公开号：WO2013180456A1

  公开（公告）日：2013-12-05

  The present invention relates to novel organic electroluminescent compounds and an organic electroluminescent device containing the same. The organic electroluminescent compounds according to the present invention have high luminescent efficiency and a long lifespan, and show blue light-emission having high color purity, and thus an organic electroluminescent device having high efficiency, a long operating lifespan, and enhanced power consumption efficiency can be prepared by using the organic electroluminescent compounds according to the present invention.

  本发明涉及新型有机电致发光化合物和含有其的有机电致发光装置。根据本发明的有机电致发光化合物具有高发光效率和长寿命，并显示具有高色纯度的蓝光发射，因此可以通过使用本发明的有机电致发光化合物制备具有高效率、长寿命和增强功耗效率的有机电致发光装置。
• Et₃SiH + KO^tBu provide multiple reactive intermediates that compete in the reactions and rearrangements of benzylnitriles and indolenines
  作者：Andrew J. Smith、Daniela Dimitrova、Jude N. Arokianathar、Kenneth F. Clark、Darren L. Poole、Stuart G. Leach、John A. Murphy

  DOI：10.1039/d0sc04244g

  日期：——

  unusual because it generates multiple different types of reactive intermediates simultaneously that provide access to (i) silyl radical reactions, (ii) hydrogen atom transfer reactions to closed shell molecules and to radicals, (iii) electron transfer reductions and (iv) hydride ion chemistry, giving scope for unprecedented outcomes. Until now, reactions with this reagent pair have generally been explained

  叔丁醇钾和三乙基硅烷的组合是不常见的，因为它会同时生成多种不同类型的反应性中间体，这些中间体可提供（i）甲硅烷基自由基反应，（ii）氢原子转移反应至封闭的壳分子和自由基，（iii）电子转移减少和（iv）氢化物离子化学反应，为取得前所未有的成果提供了空间。到目前为止，通常已参考其中一种中间体解释了与该试剂对的反应，但现在我们着重介绍它们之间的相互作用和竞争。
• Palladium-Catalyzed C-7 Selective CH Carbonylation of Indolines for Expedient Synthesis of Pyrroloquinazolinediones
  作者：Pei-Long Wang、Yan Li、Lan Ma、Chen-Guang Luo、Zhen-Yu Wang、Quan Lan、Xi-Sheng Wang

  DOI：10.1002/adsc.201501070

  日期：2016.3.31

  A novel palladium‐catalyzed C‐7 selective CH carbonylation of indolines with carbon monoxide for an expedient synthesis of pyrroloquinazolinediones, a structural motif with great potential in biologically active compounds, has been developed. Oxidation of the pyrroloquinazolinedione with 2,3‐dichloro‐5,6‐dicyano‐p‐benzoquinone (DDQ) could easily afford the corresponding indole‐based derivative in

  已开发出一种新型的钯催化一氧化碳对二氢吲哚类化合物进行C-7选择性CcarbonylH羰基化反应，以方便地合成吡咯并喹唑啉二酮，这是一种在生物活性化合物中具有巨大潜力的结构基序。用2,3-二氯-5,6-二氰基对苯醌（DDQ）氧化吡咯并喹唑啉二酮可以轻松获得相应的基于吲哚的衍生物，收率很高。
• Mild Rh(III)-Catalyzed C7-Allylation of Indolines with Allylic Carbonates
  作者：Jihye Park、Neeraj Kumar Mishra、Satyasheel Sharma、Sangil Han、Youngmi Shin、Taejoo Jeong、Joa Sub Oh、Jong Hwan Kwak、Young Hoon Jung、In Su Kim

  DOI：10.1021/jo502733q

  日期：2015.2.6

  The rhodium(III)-catalyzed direct allylation of indolines with allylic carbonates at room temperature is described. These transformations provide the facile and efficient construction of C7-allylated indolic scaffold.

  描述了在室温下铑（III）催化二氢吲哚与烯丙基碳酸酯的直接烯丙基化。这些转化提供了C7-烯丙基化的吲哚支架的简便有效的构建。