4-(2-bromo-phenyl)-2-methyl-buta-2,3-dienoic acid ethyl ester

• 分子结构分类: 有机化合物 - 苯类化合物 - 苯和取代衍生物
• 英文名称: 4-(2-bromo-phenyl)-2-methyl-buta-2,3-dienoic acid ethyl ester
• 化学式: C₁₃H₁₃BrO₂
• 分子量: 281.149
• InChiKey: YFXFRGSYDVERHO-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  16
• 可旋转键数：
  4
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.23
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  4-(2-bromo-phenyl)-2-methyl-buta-2,3-dienoic acid ethyl ester 在 二异丁基氢化铝 作用下， 以 四氢呋喃 、 甲苯 为溶剂， 反应 0.5h， 以51%的产率得到4-(2-bromophenyl)-2-methylbuta-2,3-dien-1-ol
  参考文献：
  名称：

  Palladium-Catalyzed Tandem Allenyl and Aryl C–N Bond Formation: Efficient Access to N-Functionalized Multisubstituted Indoles

  摘要：

  An efficient palladium-catalyzed synthesis of N-functionalized multisubstituted indoles from easily accessible ortho-haloarylallenes and primary amines has been developed. A wide range of electronically and structurally varied nitrogen fragments could be introduced through this tandem C-N bond-forming process by tuning the reaction conditions.

  DOI：

  10.1021/ol3018775
• 作为产物：
  描述：

  邻溴苯乙酸 在 草酰氯 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 1.25h， 生成 4-(2-bromo-phenyl)-2-methyl-buta-2,3-dienoic acid ethyl ester
  参考文献：
  名称：

  Palladium-Catalyzed Tandem Allenyl and Aryl C–N Bond Formation: Efficient Access to N-Functionalized Multisubstituted Indoles

  摘要：

  An efficient palladium-catalyzed synthesis of N-functionalized multisubstituted indoles from easily accessible ortho-haloarylallenes and primary amines has been developed. A wide range of electronically and structurally varied nitrogen fragments could be introduced through this tandem C-N bond-forming process by tuning the reaction conditions.

  DOI：

  10.1021/ol3018775

文献信息

• Palladium-Catalyzed Alkylation of Vinyl Oxiranes with Substituted Allenes. Direct Access to Bifunctionalized Allylic Alcohols
  作者：Perli Nanayakkara、Howard Alper

  DOI：10.1021/jo040139i

  日期：2004.7.1

  The first palladium-catalyzed alkylation of vinyl oxiranes with substituted allenes to form functionalized allylic alcohols is described. The reaction of activated allenes 5 with vinyl oxiranes 1 in the presence of catalytic amounts of Pd(PPh3)4 (10 mol %) and 1,3-bis(diphenylphosphino)propane (dppp) (20 mol %) in THF at 60 °C gave the corresponding allylic alcohols 6 in good to excellent yields. The

  描述了乙烯基氧杂环戊烷与取代的烯键的第一钯催化的烷基化以形成官能化的烯丙基醇。在60的催化量Pd（PPh 3）4（10 mol％）和1,3-双（二苯基膦基）丙烷（dppp）（dppp）（20 mol％）的存在下，活化的烯5与乙烯基环氧乙烷1的反应℃得到良好至优异产率的相应的烯丙基醇6。以不同比例的反式/顺式异构体获得烯丙基醇。