potassium N,N-dimethyl-3-(trifluoroborato)butanamide | 1257630-46-8

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: potassium N,N-dimethyl-3-(trifluoroborato)butanamide
• 英文别名: Potassium;[4-(dimethylamino)-4-oxobutan-2-yl]-trifluoroboranuide
• CAS: 1257630-46-8
• 化学式: C₆H₁₂BF₃NO*K
• 分子量: 221.072
• InChiKey: UXPWSPLEMNJZJT-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.29
• 重原子数：
  13
• 可旋转键数：
  2
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.83
• 拓扑面积：
  20.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  1-(4-氯苯基)吡咯 、 potassium N,N-dimethyl-3-(trifluoroborato)butanamide 在 palladium diacetate 、 caesium carbonate 、 2-二环己基磷-2,4,6-三异丙基联苯 作用下， 以 环戊基甲醚 、 水 为溶剂， 以78%的产率得到3-(4-(1H-pyrrol-1-yl)phenyl)-N,N-dimethylbutanamide
  参考文献：
  名称：

  Stereospecific Cross-Coupling of Secondary Alkyl β-Trifluoroboratoamides

  摘要：

  The stereospecific cross-coupling of enantioenriched nonbenzylic secondary alkyl boron compounds has been achieved. The high selectivity toward product formation over an undesired beta-H elimination pathway is achieved via an intramolecular coordination of an ancillary carbonyl to the metal center in the diorganopalladium intermediate.

  DOI：

  10.1021/ja108949w
• 作为产物：
  描述：

  在 二氟化氢钾 作用下， 以 水 、 乙腈 为溶剂， 反应 2.0h， 生成 potassium N,N-dimethyl-3-(trifluoroborato)butanamide
  参考文献：
  名称：

  Stereospecific Cross-Coupling of Secondary Alkyl β-Trifluoroboratoamides

  摘要：

  The stereospecific cross-coupling of enantioenriched nonbenzylic secondary alkyl boron compounds has been achieved. The high selectivity toward product formation over an undesired beta-H elimination pathway is achieved via an intramolecular coordination of an ancillary carbonyl to the metal center in the diorganopalladium intermediate.

  DOI：

  10.1021/ja108949w

文献信息

• Copper-Catalyzed β-Boration of α,β-Unsaturated Carbonyl Compounds with Tetrahydroxydiborane
  作者：Gary A. Molander、Silas A. McKee

  DOI：10.1021/ol201900d

  日期：2011.9.2

  The copper-catalyzed beta-boration of alpha,beta-unsaturated carbonyl compounds with tetrahydroxydiborane has been developed. This diboron reagent allows direct, efficient access to boronic acids and their derivatives. Primary, secondary, and tertiary alpha,beta-unsaturated amides are converted to the corresponding beta-trifluoroboratoamides in good to excellent yields. The beta-boration of a variety of alpha,beta-unsaturated esters and ketones is also reported.