(3-bromo-5-methylthiophen-2-yl)(2-bromophenyl)methanone

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (3-bromo-5-methylthiophen-2-yl)(2-bromophenyl)methanone
• 英文别名: (3-bromo-5-methylthiophen-2-yl)-(2-bromophenyl)methanone
• 化学式: C₁₂H₈Br₂OS
• 分子量: 360.069
• InChiKey: UMIFMZDYQUKREX-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  16
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.08
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-叔丁基苯胺 、 (3-bromo-5-methylthiophen-2-yl)(2-bromophenyl)methanone 在 1,1'-双(二苯基膦)二茂铁 、 tris-(dibenzylideneacetone)dipalladium(0) 、 potassium tert-butylate 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以69%的产率得到4-(4-tert-butylphenyl)-2-methylthieno[3,2-b]quinolin-9(4H)-one
  参考文献：
  名称：

  酰化/二重 Buchwald-Hartwig 反应区域选择性合成噻吩并[3,2-b]喹诺酮类药物

  摘要：

  A variety of thienoquinolones were synthesized from readily accessible thiophene derivatives by regioselective acylations and subsequent two‐fold Buchwald–Hartwig–amination. This cyclization allows a convenient synthesis of biologically and pharmaceutically important thienoquinolones. Several thienoquinolones were synthesized in good to very good yields. The optical properties of the products were studied in detail.

  DOI：

  10.1002/ejoc.201901247
• 作为产物：
  描述：

  4-溴-2-甲基噻吩 、 2-溴苯甲酰氯 在 aluminum (III) chloride 作用下， 以 二氯甲烷 为溶剂， 反应 5.25h， 以80%的产率得到(3-bromo-5-methylthiophen-2-yl)(2-bromophenyl)methanone
  参考文献：
  名称：

  酰化/二重 Buchwald-Hartwig 反应区域选择性合成噻吩并[3,2-b]喹诺酮类药物

  摘要：

  A variety of thienoquinolones were synthesized from readily accessible thiophene derivatives by regioselective acylations and subsequent two‐fold Buchwald–Hartwig–amination. This cyclization allows a convenient synthesis of biologically and pharmaceutically important thienoquinolones. Several thienoquinolones were synthesized in good to very good yields. The optical properties of the products were studied in detail.

  DOI：

  10.1002/ejoc.201901247

文献信息

• Regioselective Synthesis of Thieno[3,2-<i>b</i> ]quinolones by Acylation/Two-Fold Buchwald-Hartwig Reactions
  作者：Julia Janke、Peter Ehlers、Alexander Villinger、Peter Langer

  DOI：10.1002/ejoc.201901247

  日期：2019.11.24

  A variety of thienoquinolones were synthesized from readily accessible thiophene derivatives by regioselective acylations and subsequent two‐fold Buchwald–Hartwig–amination. This cyclization allows a convenient synthesis of biologically and pharmaceutically important thienoquinolones. Several thienoquinolones were synthesized in good to very good yields. The optical properties of the products were studied in detail.