9-(2-bromoallyl)-9H-carbazole | 93476-61-0

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吲哚及其衍生物
• 英文名称: 9-(2-bromoallyl)-9H-carbazole
• 英文别名: N-(2-Brom-allyl)-carbazol；9-(2-Bromo-2-propen-1-yl)-9H-carbazole；9-(2-bromoprop-2-enyl)carbazole
• CAS: 93476-61-0
• 化学式: C₁₅H₁₂BrN
• 分子量: 286.171
• InChiKey: KQAYBSXLTABKNV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.6
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  4.9
• 氢给体数：
  0
• 氢受体数：
  0

反应信息

• 作为反应物：
  描述：

  9-(2-bromoallyl)-9H-carbazole 、 氨基邻苯二甲胺 在 碘苯二乙酸 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以36%的产率得到2-(2-bromo-2-carbazol-9-ylmethyl-aziridin-1-yl)-isoindole-1,3-dione
  参考文献：
  名称：

  Highly Regioselective Transformation of Alkenyl Bromides into α-Bromoaziridines and α-Bromohydrazones

  摘要：

  The synthetic utility of alpha.-halohydrazones is an underexplored area due to the lack of chemo- and regloselective routes towards these molecules. Herein, we describe a general method for alpha-bromohydrazone synthesis via the rearrangement of alpha-bromoaziridines, which can be readily prepared for the first time from the corresponding alkenyl bromides. The rearrangement of alpha-bromoaziridines into alpha-bromohydrazones proceeds with high yields and with high selectivities.

  DOI：

  10.1021/ol060336z

文献信息

• Highly Regioselective Transformation of Alkenyl Bromides into α-Bromoaziridines and α-Bromohydrazones
  作者：Larissa B. Krasnova、Andrei K. Yudin

  DOI：10.1021/ol060336z

  日期：2006.5.1

  The synthetic utility of alpha.-halohydrazones is an underexplored area due to the lack of chemo- and regloselective routes towards these molecules. Herein, we describe a general method for alpha-bromohydrazone synthesis via the rearrangement of alpha-bromoaziridines, which can be readily prepared for the first time from the corresponding alkenyl bromides. The rearrangement of alpha-bromoaziridines into alpha-bromohydrazones proceeds with high yields and with high selectivities.