(Z)-1-bromo-1,1-difluoro-4-(isopropylamino)but-3-en-2-one | 1162749-95-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (Z)-1-bromo-1,1-difluoro-4-(isopropylamino)but-3-en-2-one
• CAS: 1162749-95-2
• 化学式: C₇H₁₀BrF₂NO
• 分子量: 242.063
• InChiKey: BOQNWIVYFHPQHZ-ARJAWSKDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.05
• 重原子数：
  12.0
• 可旋转键数：
  4.0
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  29.1
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  聚合甲醛 、 (Z)-1-bromo-1,1-difluoro-4-(isopropylamino)but-3-en-2-one 、 异丙胺 以 水 、 N,N-二甲基甲酰胺 为溶剂， 以35%的产率得到2-bromo-1-(1,3-diisopropyl-1,2,3,4-tetrahydropyrimidin-5-yl)-2,2-difluoroethanone
  参考文献：
  名称：

  Synthesis and substitution reactions of β-alkoxyvinyl bromodifluoromethyl ketones

  摘要：

  beta-Alkoxyvinyl bromodifluoromethyl ketones 1a, 1b and 1c were synthesized by the reaction of bromodifluoroacetic anhydride with appropriate vinyl ethers in high yields. The acyclic enone 1a reacted with amines to give the corresponding beta-aminovinyl bromodifluoromethyl ketones 2 in good yields. The reaction of la with electrophilic reagent ICI yielded alpha-iodoenone 4. The substitution reaction of the cyclic enones 1b and 1c with thio-nucleophiles gave the corresponding difluoromethylene thioethers 6. The three-component reactions of 2 with primary amines and formaldehyde gave multifunctional 1,2,3,4-tetrahydropyrimidine 3 in moderate yields. (c) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2008.09.001
• 作为产物：
  描述：

  β-ethyloxyvinyl bromodifluoromethyl ketone 、 异丙胺 以 乙腈 为溶剂， 以100%的产率得到(Z)-1-bromo-1,1-difluoro-4-(isopropylamino)but-3-en-2-one
  参考文献：
  名称：

  Synthesis and substitution reactions of β-alkoxyvinyl bromodifluoromethyl ketones

  摘要：

  beta-Alkoxyvinyl bromodifluoromethyl ketones 1a, 1b and 1c were synthesized by the reaction of bromodifluoroacetic anhydride with appropriate vinyl ethers in high yields. The acyclic enone 1a reacted with amines to give the corresponding beta-aminovinyl bromodifluoromethyl ketones 2 in good yields. The reaction of la with electrophilic reagent ICI yielded alpha-iodoenone 4. The substitution reaction of the cyclic enones 1b and 1c with thio-nucleophiles gave the corresponding difluoromethylene thioethers 6. The three-component reactions of 2 with primary amines and formaldehyde gave multifunctional 1,2,3,4-tetrahydropyrimidine 3 in moderate yields. (c) 2008 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jfluchem.2008.09.001