[4-(3-Methoxyphenyl)sulfanyl-2,2-dimethylchromen-3-yl]-thiophen-2-ylmethanol | 1343414-83-4

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: [4-(3-Methoxyphenyl)sulfanyl-2,2-dimethylchromen-3-yl]-thiophen-2-ylmethanol
• CAS: 1343414-83-4
• 化学式: C₂₃H₂₂O₃S₂
• 分子量: 410.558
• InChiKey: BBICACNMYQQZET-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.7
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.22
• 拓扑面积：
  92.2
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  [4-(3-Methoxyphenyl)sulfanyl-2,2-dimethylchromen-3-yl]-thiophen-2-ylmethanol 在 iron(III) chloride 作用下， 以 二氯甲烷 为溶剂， 以73%的产率得到10-methoxy-6,6-dimethyl-7-(thiophen-2-yl)-6,7-dihydrothiochromeno[3,2-c]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
• 作为产物：
  描述：

  2,2-二甲基-苯并二氢吡喃-4-酮 在 碘 、 sodium hydride 、 magnesium 、 三氯氧磷 作用下， 以 四氢呋喃 为溶剂， 反应 25.5h， 生成 [4-(3-Methoxyphenyl)sulfanyl-2,2-dimethylchromen-3-yl]-thiophen-2-ylmethanol
  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