2-((2-iodophenyl)amino)cyclohex-2-enone | 128942-83-6

• 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: 2-((2-iodophenyl)amino)cyclohex-2-enone
• 英文别名: 2-(2-Iodoanilino)cyclohex-2-en-1-one
• CAS: 128942-83-6
• 化学式: C₁₂H₁₂INO
• 分子量: 313.138
• InChiKey: HMRBTKHLVMIJEF-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  15
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.25
• 拓扑面积：
  29.1
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  2-((2-iodophenyl)amino)cyclohex-2-enone 在 乙酸酐 、 [双(三氟乙酰氧基)碘]苯 作用下， 反应 0.17h， 以30%的产率得到8-iodo-2,3,4,9-tetrahydro-1H-carbazol-1-one
  参考文献：
  名称：

  Synthesis of substituted tetrahydron-1H-carbazol-1-one and analogs via PhI(OCOCF3)2-mediated oxidative C–C bond formation

  摘要：

  A variety of tetrahydro-1H-carbazol-1-ones and analogs were conveniently synthesized from the reaction of the corresponding 2-(phenylamino)cyclohex-2-enone with hypervalent iodine reagent PhI(OCOCF3)2 (FIFA), through a direct intramolecular oxidative C(sp(2))-C(sp(2)) bond formation. This approach realized the construction of the biologically important tetrahydro-1H-carbazol-1-one and tetrahydrocyclohepta[b]lindol-6(5H)-one skeletons. The mechanism of the process was proposed and briefly discussed. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.02.083
• 作为产物：
  描述：

  2-碘苯胺 、 2-(4-吗啉基)环己-2-烯-1-酮 在 对甲苯磺酸 作用下， 以 甲苯 为溶剂， 反应 2.0h， 以81%的产率得到2-((2-iodophenyl)amino)cyclohex-2-enone
  参考文献：
  名称：

  Synthesis of substituted tetrahydron-1H-carbazol-1-one and analogs via PhI(OCOCF3)2-mediated oxidative C–C bond formation

  摘要：

  A variety of tetrahydro-1H-carbazol-1-ones and analogs were conveniently synthesized from the reaction of the corresponding 2-(phenylamino)cyclohex-2-enone with hypervalent iodine reagent PhI(OCOCF3)2 (FIFA), through a direct intramolecular oxidative C(sp(2))-C(sp(2)) bond formation. This approach realized the construction of the biologically important tetrahydro-1H-carbazol-1-one and tetrahydrocyclohepta[b]lindol-6(5H)-one skeletons. The mechanism of the process was proposed and briefly discussed. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2014.02.083