2-(p-acetylphenyl)-3-methoxythiophene

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 2-(p-acetylphenyl)-3-methoxythiophene
• 英文别名: 1-[4-(3-Methoxythiophen-2-yl)phenyl]ethanone；1-[4-(3-methoxythiophen-2-yl)phenyl]ethanone
• 化学式: C₁₃H₁₂O₂S
• 分子量: 232.303
• InChiKey: HQZIUOBNHFOLIM-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.9
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.15
• 拓扑面积：
  54.5
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  3-甲氧基噻吩 、 4-碘代苯乙酮 在 RhCl(CO){P[OCH(CF₃)₂]₃}₂ 乙二醇二甲醚 、 silver carbonate 作用下， 以 xylene 为溶剂， 反应 0.5h， 以94%的产率得到2-(p-acetylphenyl)-3-methoxythiophene
  参考文献：
  名称：

  Direct C−H Arylation of (Hetero)arenes with Aryl Iodides via Rhodium Catalysis

  摘要：

  A new method for the catalytic C-H arylation of heteroarenes and arenes that manifests high activity paired with reasonably broad scope was developed. Under the catalytic influence of RhCl(CO){P[OCH(CF3)2]3}2 and Ag2CO3, the direct C-H arylation of heteroarenes/arenes with aryl/heteroaryl iodides took place to afford a range of biaryls in good to excellent yields with high regioselectivity. Thiophenes, furans, pyrroles, indoles, and alkoxybenzenes are applicable in this arylation protocol.

  DOI：

  10.1021/ja064500p

文献信息

• Direct coupling of arenes and iodoarenes catalyzed by a rhodium complex with a strongly π-accepting phosphite ligand
  作者：Shuichi Yanagisawa、Tomoko Sudo、Ryoji Noyori、Kenichiro Itami

  DOI：10.1016/j.tet.2008.01.053

  日期：2008.6

  A new rhodium-based catalytic system for the direct C-H coupling of arenes and iodoarenes that shows high activity with reasonably broad scope was developed. Under the catalytic influence of RhCl(CO)P[OCH(CF3)(2)](3)}(2) and Ag2CO3, the direct C-H arylation of heteroarenes and arenes took place with iodoarenes to afford a range of biaryls in good to excellent yields with high regioselectivity. Thiophenes, furans, pyrroles, indoles, and alkoxybenzenes are applicable to this arylation protocol. (C) 2008 Elsevier Ltd. All rights reserved.