9-methoxy-7-(4-trifluoromethyl-phenyl)-6,6-dimethyl-6H,7H-chromeno[4,3-b]chromene | 1343415-18-8

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: 9-methoxy-7-(4-trifluoromethyl-phenyl)-6,6-dimethyl-6H,7H-chromeno[4,3-b]chromene
• 英文别名: 9-methoxy-6,6-dimethyl-7-[4-(trifluoromethyl)phenyl]-7H-chromeno[3,2-c]chromene
• CAS: 1343415-18-8
• 化学式: C₂₆H₂₁F₃O₃
• 分子量: 438.446
• InChiKey: VZUYDVMSZCSQPL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6
• 重原子数：
  32
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  27.7
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  4-(4-methoxyphenoxy)-2,2-dimethyl-2H-chromene-3-carbaldehyde 在 iron(III) chloride 、 碘 、 magnesium 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 生成 9-methoxy-7-(4-trifluoromethyl-phenyl)-6,6-dimethyl-6H,7H-chromeno[4,3-b]chromene
  参考文献：
  名称：

  An efficient synthesis of 6H,7H-chromeno[4,3-b]chromenes and 6,7-dihydrothio chromeno[3,2-c]chromenes as 9-substituted xanthene like analogs

  摘要：

  An efficient synthetic route with good overall yields to access 7-aryl/heteroaryl/alkyl substituted 6H,7H-chromeno[4,3-b]chromene, and 6,7-dihydrothiochromeno[3,2-c]chromene scaffolds has been developed. The route to these xanthene-like analogs involves a three-step reaction sequence: (1) Michael addition of readily available phenol and thiophenol to 4-chloro-2,2-dimethyl-2H-chromene-3-carbaldehyde, (2) Grignard reaction of different aryl, heteroaryl and alkyl magnesium bromides on the resulting carbaldehydes followed by (3) FeCl3 catalyzed spontaneous intramolecular Friedel-Craft's reaction on the diarylmethyl carbinols. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2011.08.127

文献信息

• An efficient synthesis of 6H,7H-chromeno[4,3-b]chromenes and 6,7-dihydrothio chromeno[3,2-c]chromenes as 9-substituted xanthene like analogs
  作者：Sudipta Kumar Manna、Maloy Kumar Parai、Gautam Panda

  DOI：10.1016/j.tetlet.2011.08.127

  日期：2011.11

  An efficient synthetic route with good overall yields to access 7-aryl/heteroaryl/alkyl substituted 6H,7H-chromeno[4,3-b]chromene, and 6,7-dihydrothiochromeno[3,2-c]chromene scaffolds has been developed. The route to these xanthene-like analogs involves a three-step reaction sequence: (1) Michael addition of readily available phenol and thiophenol to 4-chloro-2,2-dimethyl-2H-chromene-3-carbaldehyde, (2) Grignard reaction of different aryl, heteroaryl and alkyl magnesium bromides on the resulting carbaldehydes followed by (3) FeCl3 catalyzed spontaneous intramolecular Friedel-Craft's reaction on the diarylmethyl carbinols. (C) 2011 Elsevier Ltd. All rights reserved.