6-tert-Butyl-quinoxalin-2-ol

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氮杂萘
• 英文名称: 6-tert-Butyl-quinoxalin-2-ol
• 英文别名: 6-tert-butyl-1H-quinoxalin-2-one
• 化学式: C₁₂H₁₄N₂O
• 分子量: 202.256
• InChiKey: GFLFUXQOPZNPEX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  15
• 可旋转键数：
  1
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.33
• 拓扑面积：
  41.5
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  6-tert-Butyl-quinoxalin-2-ol 在 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 1-methyl-6-tert-butyl-2(1H)-quinoxalinone
  参考文献：
  名称：

  Rapid alkenylation of quinoxalin-2(1H)-ones enabled by the sequential Mannich-type reaction and solar photocatalysis

  摘要：

  DOI：

  10.1016/j.cclet.2021.04.016
• 作为产物：
  描述：

  乙醛酸乙酯 、 4-叔丁基苯-1,2-二胺 以 乙醇 为溶剂， 反应 1.0h， 生成 6-tert-Butyl-quinoxalin-2-ol
  参考文献：
  名称：

  轻度条件下喹喔啉2（1H）-1与唑类的无金属直接氧化C-N键偶联

  摘要：

  喹喔啉-2（1 H）-one与唑类的直接C3-H胺化反应非常快。该协议具有广泛的底物范围，良好的收率和温和的反应条件。

  DOI：

  10.1002/ejoc.202100269

文献信息

• HETEROARYL DERIVATIVES AS OREXIN RECEPTOR ANTAGONISTS
  申请人：Knust Henner

  公开号：US20090163485A1

  公开（公告）日：2009-06-25

  The present invention relates to compounds of formula wherein Ar, Het, R 1 and n are as defined herein and to pharmaceutically suitable acid addition salts, optically pure enantiomers, racemates or diastereomeric mixtures thereof. Compounds of formula I are orexin receptor antagonists and are useful in the treatment of sleep apnea, narcolepsy, insomnia, parasomnia, jet lag syndrome, circadian rhythms disorder and sleep disorders associated with neurological diseases.

  本发明涉及以下公式的化合物，其中Ar，Het，R1和n的定义如本文所述，并且涉及适用于药物的酸盐、光学纯对映体、拉氏体或其二对映异构体混合物。公式I的化合物是促进睡眠激素受体拮抗剂，可用于治疗睡眠呼吸暂停症、嗜睡症、失眠、睡眠障碍、时差综合症、昼夜节律紊乱和与神经系统疾病相关的睡眠障碍。
• Heteroaryl derivatives as orexin receptor antagonists
  申请人：Hoffmann-La Roche Inc.

  公开号：US07897627B2

  公开（公告）日：2011-03-01

  The present invention relates to compounds of formula wherein Ar, Het, R1 and n are as defined herein and to pharmaceutically suitable acid addition salts, optically pure enantiomers, racemates or diastereomeric mixtures thereof. Compounds of formula I are orexin receptor antagonists and are useful in the treatment of sleep apnea, narcolepsy, insomnia, parasomnia, jet lag syndrome, circadian rhythms disorder and sleep disorders associated with neurological diseases.

  本发明涉及式I的化合物，其中Ar，Het，R1和n的定义如本文所述，以及药学上适宜的酸盐加成物，光学纯对映体，外消旋体或其间异构体混合物。式I的化合物是促进睡眠的受体拮抗剂，可用于治疗睡眠呼吸暂停症，嗜睡症，失眠症，睡眠障碍，时差综合症，昼夜节律紊乱和与神经系统疾病相关的睡眠障碍。
• Paired Electrolysis-Enabled Arylation of Quinoxalin-2(1H)-ones
  作者：Jia-Cheng Hou、Jun Jiang、Yan-Cui Wen、Yan-Yan Zeng、Yu-Han Lu、Jia-Sheng Wang、Li-Juan Ou、Wei-Min He

  DOI：10.1021/acs.joc.4c00087

  日期：2024.5.3

  The first paired electrolysis-enabled arylation of quinoxalin-2(1H)-ones was achieved using cyanoarenes as the arylation reagents. A variety of 3-arylquinoxalin-2(1H)-ones with various important functional groups were obtained in moderate to good yields under metal- and chemical oxidant-free conditions. With a pair of reductive and oxidative processes occurring among the substrates and reaction intermediates

  使用氰基芳烃作为芳基化试剂实现了喹喔啉-2( 1H )-酮的第一个配对电解芳基化。在无金属和化学氧化剂的条件下，以中等至良好的产率获得了具有各种重要官能团的各种3-芳基喹喔啉-2( 1H )-酮。通过底物和反应中间体之间发生一对还原和氧化过程，可以显着降低功耗。
• Recyclable V2O5/g-C3N4 Heterojunction-Catalyzed Visible-Light-Promoted C3–H Trifluoromethylation of Quinoxalin-2-(1H)-ones
  作者：Hong-Tao Ji、Hai-Yang Song、Jia-Cheng Hou、Yao-Dan Xu、Li-Na Zeng、Wei-Min He

  DOI：10.1021/acs.joc.4c00937

  日期：2024.7.5

  A visible-light-initiated C–H trifluoromethylation of quinoxalin-2(1H)-ones was established using a Z-scheme V2O5/g-C3N4 heterojunction as a recyclable photocatalyst in an inert atmosphere at room temperature under additive-free and mild conditions. A variety of trifluoromethylated quinoxalin-2-(1H)-one derivatives were heterogeneously generated in moderate to high yields, exhibiting good functional

  使用 Z 型 V 2 O 5 /gC 3 N 4异质结作为可回收光催化剂，在室温惰性气氛中，在添加剂的作用下，建立了可见光引发的喹喔啉-2(1 H )-酮的 C-H 三氟甲基化反应-自由且温和的条件。多种三氟甲基化喹喔啉-2-(1 H )-酮衍生物以中等到高产率异质生成，表现出良好的官能团耐受性。值得注意的是，可回收的V 2 O 5 /gC 3 N 4催化剂可以重复使用五次，催化活性略有损失。
• Construction of C( <i>sp</i> ² )−C( <i>sp</i> ³ ) Bond between Quinoxalin‐2(1 <i>H</i> )‐ones and <i>N</i> ‐Hydroxyphthalimide Esters via Photocatalytic Decarboxylative Coupling
  作者：Zhiyang Yan、Bin Sun、Xun Zhang、Xiaohui Zhuang、Jin Yang、Weike Su、Can Jin

  DOI：10.1002/asia.201900904

  日期：2019.10

  AbstractA novel visible‐light‐driven decarboxylative coupling of alkyl N‐hydroxyphthalimide esters (NHP esters) with quinoxalin‐2(1H)‐ones has been developed. This C(sp2)−C(sp3) bond‐forming transformation exhibits excellent substrate generality with respect to both the coupling partners. Of note, a series of 3‐primary alkyl‐substituted quinoxalin‐2(1H)‐ones that were difficult to synthesize by previous methods could be obtained in moderate to excellent yields. Additionally, the mild conditions, easy availability of substrates, wide functional group tolerance and operational simplicity make this protocol practical in the synthesis of 3‐alkylated quinoxalin‐2(1H)‐ones.