3-bromo-4-benzoylthiophene | 187963-83-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-bromo-4-benzoylthiophene
• 英文别名: Methanone, (4-bromo-3-thienyl)phenyl-；(4-bromothiophen-3-yl)-phenylmethanone
• CAS: 187963-83-3
• 化学式: C₁₁H₇BrOS
• 分子量: 267.146
• InChiKey: RGQPWMFTTSKFKN-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  14
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  45.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  3,4-二溴噻吩 、 苯甲酰氯 在 锰 、 1,2-二溴乙烷 作用下， 生成 3-bromo-4-benzoylthiophene
  参考文献：
  名称：

  噻吩基溴化锰的制备及偶联反应

  摘要：

  由Rieke锰分别与3-溴噻吩，3,4-二溴噻吩和4-取代的3-溴噻吩反应制得3-噻吩基溴化锰，3-溴-4-噻吩基溴化溴和4-取代的3-噻吩基溴化锰。所得的噻吩基锰溴化物在温和的反应条件下进行交叉偶联反应。

  DOI：

  10.1016/s0040-4039(96)02507-5

文献信息

• Direct Preparation of 3-Thienyl Organometallic Reagents:  3-Thienylzinc and 3-Thienylmagnesium Iodides and 3-Thienylmanganese Bromides and Their Coupling Reactions
  作者：Reuben D. Rieke、Seung-Hoi Kim、Xiaoming Wu

  DOI：10.1021/jo970778b

  日期：1997.10.1

  3-Thienylzinc and 3-thienylmagnesium iodides can be generated from the direct oxidative addition of Rieke zinc and magnesium to 3-iodothiophene, respectively. The direct preparation of 3-thienylmanganese bromides from the reaction of Rieke manganese with 3-bromothiophene and 3,4-dibromothiophene is also performed. These 3-thienyl organometallic reagents have been found to be regiostable intermediates and undergo coupling reactions with a variety of versatile electrophiles such as acid chlorides, aryl iodides, aldehydes, and disulfide.
• Preparation and coupling reaction of thienylmanganese bromides
  作者：Seung-Hoi Kim、Reuben D. Rieke

  DOI：10.1016/s0040-4039(96)02507-5

  日期：1997.2

  3-Thienylmanganese bromide, 3-bromo-4-thienylmanganese bromide and 4-substituted 3-thienylmanganese bromides were prepared from the reactions of Rieke manganese with 3-bromothiophene, 3,4-dibromothiophene and 4-substituted 3-bromothiophenes, respectively. The resulting thienylmanganese bromides underwent cross-coupling reactions under mild reaction conditions.

  由Rieke锰分别与3-溴噻吩，3,4-二溴噻吩和4-取代的3-溴噻吩反应制得3-噻吩基溴化锰，3-溴-4-噻吩基溴化溴和4-取代的3-噻吩基溴化锰。所得的噻吩基锰溴化物在温和的反应条件下进行交叉偶联反应。