N-(3-chloro-4-iodo-phenyl)-4,N-dimethylbenzenesulfonamide | 889663-22-3

• 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: N-(3-chloro-4-iodo-phenyl)-4,N-dimethylbenzenesulfonamide
• 英文别名: N-(3-chloro-4-iodophenyl)-N,4-dimethylbenzenesulfonamide
• CAS: 889663-22-3
• 化学式: C₁₄H₁₃ClINO₂S
• 分子量: 421.686
• InChiKey: VUZCHAPCZTUPLU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  20
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  45.8
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  1-(2-溴乙基)吡咯 、 N-(3-chloro-4-iodo-phenyl)-4,N-dimethylbenzenesulfonamide 在 palladium dichloride 降冰片烯 、 三(2-呋喃基)膦 、 caesium carbonate 作用下， 以 乙腈 为溶剂， 反应 23.0h， 以75%的产率得到4,N-dimethyl-N-(10-chloro-5,6-dihydro-pyrrolo[2,1-a]isoquinolin-8-yl)-benzenesulfonamide
  参考文献：
  名称：

  Preparation of Annulated Nitrogen-Containing Heterocycles via a One-Pot Palladium-Catalyzed Alkylation/Direct Arylation Sequence

  摘要：

  A palladium-catalyzed/norbornene-mediated sequential coupling reaction involving an aromatic Sp(2) C-H functionalization as the key step is described, in which an alkyl-aryl bond and an aryl-heteroaryl bond are formed in one pot. A variety of highly substituted six- and seven-membered annulated pyrroles and pyrazoles were synthesized in a one-step process in good yields from readily accessible N-bromoalkyl pyrroles or pyrazoles and aryl iodides.

  DOI：

  10.1021/ol060447y
• 作为产物：
  描述：

  3-氯苯胺 在 吡啶 、 potassium carbonate 、 N,N,N-trimethylbenzenemethanaminium dichloroiodate 、 calcium carbonate 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 12.5h， 生成 N-(3-chloro-4-iodo-phenyl)-4,N-dimethylbenzenesulfonamide
  参考文献：
  名称：

  Preparation of Annulated Nitrogen-Containing Heterocycles via a One-Pot Palladium-Catalyzed Alkylation/Direct Arylation Sequence

  摘要：

  A palladium-catalyzed/norbornene-mediated sequential coupling reaction involving an aromatic Sp(2) C-H functionalization as the key step is described, in which an alkyl-aryl bond and an aryl-heteroaryl bond are formed in one pot. A variety of highly substituted six- and seven-membered annulated pyrroles and pyrazoles were synthesized in a one-step process in good yields from readily accessible N-bromoalkyl pyrroles or pyrazoles and aryl iodides.

  DOI：

  10.1021/ol060447y