2-(benzo[d][1,3]dioxol-5-yl)-6-chloroquinoline | 1075185-80-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: 2-(benzo[d][1,3]dioxol-5-yl)-6-chloroquinoline
• 英文别名: 2-(3',4'-methylenedioxyphenyl)-6-chloro-quinoline；2-(1,3-benzodioxol-5-yl)-6-chloroquinoline
• CAS: 1075185-80-6
• 化学式: C₁₆H₁₀ClNO₂
• 分子量: 283.714
• InChiKey: CIMCVZMGHZXFIF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.06
• 拓扑面积：
  31.4
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  在 1,2,3,4,5,6,7,8-八硫杂环辛烷 作用下， 生成 2-(benzo[d][1,3]dioxol-5-yl)-6-chloroquinoline
  参考文献：
  名称：

  In vitro antifungal activity of polyfunctionalized 2-(hetero)arylquinolines prepared through imino Diels–Alder reactions

  摘要：

  Diverse polyfunctionalized quinolines, easily prepared using Lewis acid-catalyzed imino Diels-Alder reactions between corresponding aldimines, were tested for antifungal properties against standardized as well as clinical isolates of clinically important fungi. Among them, 4-pyridyl derivatives displayed the best activities mainly against dermatophytes. The activity appears not to be related neither to the lipophilicity nor to the basicity of compounds. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.079

文献信息

• Chemoselective Chromium(II)-Catalyzed Cross-Coupling Reactions of Dichlorinated Heteroaromatics with Functionalized Aryl Grignard Reagents
  作者：Andreas K. Steib、Olesya M. Kuzmina、Sarah Fernandez、Sushant Malhotra、Paul Knochel

  DOI：10.1002/chem.201405275

  日期：2015.1.26

  dichloropyridines with a range of functionalized (hetero)aromatic Grignard reagents at room temperature. Functional groups, such as esters and acetals, are well tolerated in this transformation. Previously challenging substrates, quinolines and isoquinolines, participate in the selective Cr‐catalyzed cross‐coupling in cyclopentyl methyl ether (CPME) as the solvent. The effective purging of Cr salts is demonstrated

  氯化铬（II）在室温下催化二氯吡啶与一系列功能化（杂）芳族格氏试剂的化学选择性交叉偶联反应。在这种转化过程中，对酯和缩醛等官能团的耐受性良好。以前具有挑战性的底物喹啉和异喹啉在溶剂中以环戊基甲基醚（CPME）参与选择性的Cr催化交叉偶联。通过使用各种固体载体可有效清除Cr盐。