3'-(p-bromobenzoyl)-3,5-di-tert-butyl-3',4'-dihydro-4'-(p-nitrophenylsulfonyl)spiro[2,5-cyclohexadiene-1,2'(1'H)-quinoxalin]-4-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3'-(p-bromobenzoyl)-3,5-di-tert-butyl-3',4'-dihydro-4'-(p-nitrophenylsulfonyl)spiro[2,5-cyclohexadiene-1,2'(1'H)-quinoxalin]-4-one
• 英文别名: {2,6-Ditert-butyl-1'-[(4-nitrophenyl)sulfonyl]-1-oxo-1',2',3',4'-tetrahydrospiro[2,5-cyclohexadiene-4,3'-quinoxaline]-2'-yl}(4-bromophenyl)methanone；3-(4-bromobenzoyl)-2',6'-ditert-butyl-4-(4-nitrophenyl)sulfonylspiro[1,3-dihydroquinoxaline-2,4'-cyclohexa-2,5-diene]-1'-one
• 化学式: C₃₄H₃₄BrN₃O₆S
• 分子量: 692.63
• InChiKey: XBLDIYUUSRBTRJ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8
• 重原子数：
  45
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  138
• 氢给体数：
  1
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  2,6-二叔丁基苯醌 在 potassium carbonate 作用下， 以 异丙醇 、 丙酮 为溶剂， 生成 3'-(p-bromobenzoyl)-3,5-di-tert-butyl-3',4'-dihydro-4'-(p-nitrophenylsulfonyl)spiro[2,5-cyclohexadiene-1,2'(1'H)-quinoxalin]-4-one
  参考文献：
  名称：

  摘要：

  A new procedure was proposed for synthesis of quinoxaline derivatives by N-alkylation of 2,6-di-tert-butyl-4-(o-R-sulfonylaminophenylimino)-2,5-cyclohexadienones and subsequent intramolecular spiro-cyclization. A necessary condition for the reaction to occur is a high mobility of hydrogen in the N-methylene group, which is activated by electron-acceptor aroyl or two ethoxycarbonyl groups.

  DOI：

  10.1023/a:1012399922502

文献信息

• A new facile, efficient synthesis and structure peculiarity of quinoxaline derivatives with two benzimidazole fragments
  作者：Vakhid A. Mamedov、Nataliya A. Zhukova、Victor V. Syakaev、Aidar T. Gubaidullin、Tat'yana N. Beschastnova、Dil'bar I. Adgamova、Aida I. Samigullina、Shamil K. Latypov

  DOI：10.1016/j.tet.2012.10.045

  日期：2013.1

  A highly efficient and versatile method for the synthesis of quinoxaline derivatives with two benzimidazole fragments have been developed on the basis of the ring contraction of 3-(benzimidazo-2-yl)quinoxalin-2(1H)-one with 1,2-diaminobenzene and its various types of substituted and condensed derivatives. Owing to the inter- and intramolecular processes, involving self association, proton exchange

  基于3-（苯并咪唑-2-基）喹喔啉-2（1 H）-与1,2-的环收缩，已开发出一种高效且通用的具有两个苯并咪唑片段的喹喔啉衍生物的合成方法。二氨基苯及其各种类型的取代和稠合衍生物。由于分子间和分子内过程，涉及桥联和相邻碳原子的大多数双-苯并咪唑基喹喔啉信号的几种形式之间的自缔合，质子交换，构象和/或互变异构交换，且NMR光谱中的苯并咪唑片段变宽。苯并咪唑片段与分子的喹喔啉核心之间的共轭作用比喹喔啉衍生物（10c）与其噻二唑[ f ]-（17）和吡咯并[ a ]-（19）环化了衍生物，导致整个分子的平面度更大。
• ——
  作者：S. V. Kurbatov、N. I. Vikrishchuk、V. I. Simakov、D. N. Kuznetsov、Yu. A. Zhdanov、L. P. Olekhnovich

  DOI：10.1023/a:1012399922502

  日期：——

  A new procedure was proposed for synthesis of quinoxaline derivatives by N-alkylation of 2,6-di-tert-butyl-4-(o-R-sulfonylaminophenylimino)-2,5-cyclohexadienones and subsequent intramolecular spiro-cyclization. A necessary condition for the reaction to occur is a high mobility of hydrogen in the N-methylene group, which is activated by electron-acceptor aroyl or two ethoxycarbonyl groups.