N-((5-chloroquinolin-8-yl)methyl)-4-(trifluoromethyl)benzenesulfonamide | 1609646-69-6

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 喹啉及其衍生物
• 英文名称: N-((5-chloroquinolin-8-yl)methyl)-4-(trifluoromethyl)benzenesulfonamide
• 英文别名: N-[(5-chloroquinolin-8-yl)methyl]-4-(trifluoromethyl)benzenesulfonamide
• CAS: 1609646-69-6
• 化学式: C₁₇H₁₂ClF₃N₂O₂S
• 分子量: 400.809
• InChiKey: DYXTZAJOGSJDAU-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.12
• 拓扑面积：
  67.4
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  4-三氟甲基苯磺酰氯 在 silver hexafluoroantimonate 、 sodium azide 、 dichloro(pentamethylcyclopentadienyl)rhodium (III) dimer 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 24.0h， 生成 N-((5-chloroquinolin-8-yl)methyl)-4-(trifluoromethyl)benzenesulfonamide
  参考文献：
  名称：

  Rhodium(III)-Catalyzed Intermolecular Amidation with Azides via C(sp³)–H Functionalization

  摘要：

  The amidation reactions of 8-methylquinolines with azides catalyzed by a cationic rhodium(III) complex proceed efficiently to give quinolin-8-ylmethanamine derivatives in good yields via C(sp(3))-H bond activation under external oxidant-free conditions. A catalytically competent five-membered rhodacycle has been isolated and characterized, revealing a key intermediate in the catalytic cycle.

  DOI：

  10.1021/jo5008515

文献信息

• Rhodium(III)-Catalyzed Intermolecular Amidation with Azides via C(sp³)–H Functionalization
  作者：Nuancheng Wang、Renhe Li、Liubo Li、Shansheng Xu、Haibin Song、Baiquan Wang

  DOI：10.1021/jo5008515

  日期：2014.6.6

  The amidation reactions of 8-methylquinolines with azides catalyzed by a cationic rhodium(III) complex proceed efficiently to give quinolin-8-ylmethanamine derivatives in good yields via C(sp(3))-H bond activation under external oxidant-free conditions. A catalytically competent five-membered rhodacycle has been isolated and characterized, revealing a key intermediate in the catalytic cycle.