Tert-butyl 4-(2-bromophenyl)imidazole-1-carboxylate | 1241977-52-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: Tert-butyl 4-(2-bromophenyl)imidazole-1-carboxylate
• 英文别名: tert-butyl 4-(2-bromophenyl)imidazole-1-carboxylate
• CAS: 1241977-52-5
• 化学式: C₁₄H₁₅BrN₂O₂
• 分子量: 323.189
• InChiKey: XWXVBEOMSYNPRE-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.6
• 重原子数：
  19
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.29
• 拓扑面积：
  44.1
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  Tert-butyl 4-(2-bromophenyl)imidazole-1-carboxylate 、 2-[3-(Methoxymethoxy)-4-[2-(methoxymethoxy)-5,6,7,8-tetrahydronaphthalen-1-yl]-5,6,7,8-tetrahydronaphthalen-2-yl]-4,4,5,5-tetramethyl-1,3,2-dioxaborolane 在 potassium phosphate 、 四(三苯基膦)钯 作用下， 以 水 、 甲苯 为溶剂， 反应 12.0h， 以20%的产率得到
  参考文献：
  名称：

  Acid–base organocatalysts for the aza-Morita–Baylis–Hillman reaction of nitroalkenes

  摘要：

  A new class of acid-base chiral organocatalysts 1a and 2 for aza-Morita-Baylis-Hillman (aza-MBH) reaction of conjugated nitroalkenes is described. The acidic phenolic hydroxy groups and basic imidazole unit cooperatively activate nitroalkenes to promote the aza-MBH reaction in good yields with moderate enantioselectivities. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.05.027
• 作为产物：
  描述：

  二碳酸二叔丁酯 、 4-(2-溴苯)-1H-咪唑 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 乙腈 为溶剂， 反应 14.0h， 以100%的产率得到Tert-butyl 4-(2-bromophenyl)imidazole-1-carboxylate
  参考文献：
  名称：

  Acid–base organocatalysts for the aza-Morita–Baylis–Hillman reaction of nitroalkenes

  摘要：

  A new class of acid-base chiral organocatalysts 1a and 2 for aza-Morita-Baylis-Hillman (aza-MBH) reaction of conjugated nitroalkenes is described. The acidic phenolic hydroxy groups and basic imidazole unit cooperatively activate nitroalkenes to promote the aza-MBH reaction in good yields with moderate enantioselectivities. (C) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetasy.2010.05.027

文献信息

• Acid–base organocatalysts for the aza-Morita–Baylis–Hillman reaction of nitroalkenes
  作者：Shinobu Takizawa、Atsushi Horii、Hiroaki Sasai

  DOI：10.1016/j.tetasy.2010.05.027

  日期：2010.4

  A new class of acid-base chiral organocatalysts 1a and 2 for aza-Morita-Baylis-Hillman (aza-MBH) reaction of conjugated nitroalkenes is described. The acidic phenolic hydroxy groups and basic imidazole unit cooperatively activate nitroalkenes to promote the aza-MBH reaction in good yields with moderate enantioselectivities. (C) 2010 Elsevier Ltd. All rights reserved.