1,3,7-trimethyl-8-(4-methylphenyl)-1H-purine-3,7-dihydro-2,6-dione

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 咪唑并嘧啶类
• 英文名称: 1,3,7-trimethyl-8-(4-methylphenyl)-1H-purine-3,7-dihydro-2,6-dione
• 英文别名: 8-[4-methylphenyl]-3,7-dihydro-1,3,7-trimethyl-1H-purine-2,6-dione；1,3,7-trimethyl-8-p-tolyl-1H-purine-2,6-(3H,7H)-dione；1,3,7-trimethyl-8-p-tolyl-1H-purine-2,6(3H,7H)-dione；1,3,7-trimethyl-8-(p-methylphenyl)xanthine；1,3,7-trimethyl-8-(4-tolyl)-xanthine；1,3,7-trimethyl-8-(p-tolyl)-xanthine；1,3,7-Trimethyl-8-(4-methylphenyl)purine-2,6-dione
• 化学式: C₁₅H₁₆N₄O₂
• 分子量: 284.318
• InChiKey: YTCFTIKWLWZAIB-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2
• 重原子数：
  21
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  58.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  对甲苯磺酰氯 在 双(乙腈)氯化钯(II) 、 1,10-菲罗啉 、 四丁基溴化铵 、 水 、 copper diacetate 、 sodium carbonate 、 一水合肼 作用下， 以 四氢呋喃 、 1,4-二氧六环 、 二甲基亚砜 为溶剂， 反应 5.08h， 生成 1,3,7-trimethyl-8-(4-methylphenyl)-1H-purine-3,7-dihydro-2,6-dione
  参考文献：
  名称：

  钯与芳基磺酰基酰肼催化的唑类脱硫芳基化反应†

  摘要：

  已经实现了钯与芳基磺酰基酰肼的钯催化的脱硫和脱氮芳基化反应。各种各样的唑和芳基磺酰肼已被用于高产率地生产芳基化的唑。

  DOI：

  10.1039/c2ob26270c

文献信息

• Pyrido[1,2-c][1,2,4]triazol-3-ylidene: reactivity and its application in organocatalysis and organometallic catalysis
  作者：Siping Wei、Bo Liu、Dongbing Zhao、Zhen Wang、Jie Wu、Jingbo Lan、Jingsong You

  DOI：10.1039/b910073c

  日期：——

  The reactivity and catalytic performance of 2-ethylpyrido[1,2-c][1,2,4]-triazol-3-ylidene 6 have been comprehensively investigated. The carbene 6 has shown unusual properties owing to the effect of the pyrido-annulation. While formohydrazide 8 and hydrazine 9 are obtained via the destruction of the triazole skeleton of the carbene, 3-((1Z,3E)-4-(1H-pyrrol-1-yl)buta-1,3-dienyl)-1-ethyl-1H-1,2,4-triazole 10 is achieved through the cleavage of the C–N bond of the pyridine ring. The carbene 6 has turned out to be a powerful catalyst in a variety of organocatalyzed and Pd(II)-catalyzed transformations.

  2-乙基吡啶并[1,2-c][1,2,4]三唑-3-亚基6的反应性和催化性能已经得到了全面的探究。由于吡啶并环的影响，卡宾6展现出了不寻常的性质。在破坏卡宾的三唑骨架后，得到了福莫肼8和肼9，而通过吡啶环C-N键的断裂，获得了3-((1Z,3E)-4-(1H-吡咯-1-基)丁-1,3-二烯基)-1-乙基-1H-1,2,4-三唑10。卡宾6被证明在多种有机催化和小二催化（Pd(II)催化）反应中是一种强大的催化剂。
• Direct Oxidative C–H Arylation of Benzoxazoles with Arylsulfonyl Hydrazides Promoted by Palladium Complexes
  作者：Fuk Kwong、On Yuen、Chau So、Wing Wong

  DOI：10.1055/s-0032-1317350

  日期：——

  This study describes a direct oxidative C-2 arylation of benzoxazoles using arylsulfonyl hydrazides as the aryl sources. A simple catalyst system [Pd(OAc)2 and Ph3P] allows the reactions to proceed smoothly under oxidative reaction conditions. Other ­heteroarenes such as caffeine and benzothiazole are also applicable substrates. Notably, this catalytic system tolerates halogen substituents which provides

  本研究描述了使用芳基磺酰肼作为芳基来源的苯并恶唑的直接氧化 C-2 芳基化。一个简单的催化剂体系 [Pd(OAc)2 和 Ph3P] 使反应在氧化反应条件下顺利进行。其他杂芳烃如咖啡因和苯并噻唑也是适用的底物。值得注意的是，该催化体系耐受卤素取代基，这为当前使用芳基卤化物的交叉偶联反应提供了有用的补充。
• Palladium-Catalyzed Arylation of Electron-Rich Heterocycles with Aryl Chlorides
  作者：Hendrich A. Chiong、Olafs Daugulis

  DOI：10.1021/ol0702324

  日期：2007.4.1

  [reaction: see text] Palladium-catalyzed C-H activation: cheap aryl chlorides can now be used for the arylation of a wide variety of electron-rich heterocycles. The key to the success of this reaction is the use of a bulky, electron-rich phosphine ligand. No copper additives are needed.

  [反应：见正文]钯催化的CH活化：廉价的芳基氯化物现在可用于多种电子富集的杂环的芳基化。该反应成功的关键是使用庞大的富含电子的膦配体。不需要铜添加剂。
• Discovery of a Full-Color-Tunable Fluorescent Core Framework through Direct CH (Hetero)arylation of N-Heterocycles
  作者：Bo Liu、Zhi Wang、Ningjie Wu、Mingliang Li、Jingsong You、Jingbo Lan

  DOI：10.1002/chem.201103329

  日期：2012.2.6

  coverage of emission wavelengths in the visible region (405–616 nm) with large Stokes shifts in C3‐Indo‐Fluor may be straightforwardly and succinctly achieved by the palladium‐catalyzed direct CH arylation of indolizines at the C3 position of the pyrrole ring (see figure). The fluorophores have successfully marked A375 cells.

  彩虹的所有颜色！在C3–Indo–Fluor中，斯托克斯频移较大的可见光区域（405–616 nm）的发射波长可以完全覆盖，这可以通过钯催化的吲哚在C3位置的直接CH芳基化而直接实现。吡咯环（见图）。荧光团已成功标记A375细胞。
• USE OF ARYL CHLORIDES IN PALLADIUM-CATALYZED C-H BOND FUNCTIONALIZATION
  申请人：Daugulis Olafs

  公开号：US20090012293A1

  公开（公告）日：2009-01-08

  A one-step method for efficiently converting carbon-hydrogen bonds into carbon-carbon bonds using chloroarenes and palladium catalysts is disclosed. This method allows faster introduction of complex molecular entities, a process that would otherwise require many more steps. This invention is particularly relevant for the organic synthesis of complex molecules such as, but not limited to, pharmacophores.

  一种将氯代芳烃和钯催化剂高效地将碳氢键转化为碳碳键的一步法方法被揭示。该方法可以更快地引入复杂的分子实体，而这个过程通常需要更多的步骤。这一发明特别适用于有机合成复杂分子，例如但不限于药用分子。