9-bromo-5-(4-(trifluoromethyl)benzyl)-4,5-dihydrobenzo[f][1,2,3]triazolo[5,1-d][1,2,5]thiadiazepine-6,6-dioxide | 1333165-57-3

• 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: 9-bromo-5-(4-(trifluoromethyl)benzyl)-4,5-dihydrobenzo[f][1,2,3]triazolo[5,1-d][1,2,5]thiadiazepine-6,6-dioxide
• 英文别名: 9-bromo-5-[[4-(trifluoromethyl)phenyl]methyl]-4H-triazolo[5,1-d][1,2,5]benzothiadiazepine 6,6-dioxide
• CAS: 1333165-57-3
• 化学式: C₁₇H₁₂BrF₃N₄O₂S
• 分子量: 473.273
• InChiKey: QGTVZKRBQDSBHV-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  28
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  76.5
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  4-bromo-2-fluoro-N-prop-2-ynyl-N-[[4-(trifluoromethyl)phenyl]methyl]benzenesulfonamide 在 sodium azide 、 18-冠醚-6 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 6.0h， 以73%的产率得到9-bromo-5-(4-(trifluoromethyl)benzyl)-4,5-dihydrobenzo[f][1,2,3]triazolo[5,1-d][1,2,5]thiadiazepine-6,6-dioxide
  参考文献：
  名称：

  A Modular Reaction Pairing Approach to the Diversity-Oriented Synthesis of Fused- and Bridged-Polycyclic Sultams

  摘要：

  A reaction pairing strategy centered on utilization of a reaction triad (sulfonylation, SNAr addition and Mitsunobu alkylation) generating skeletally diverse, tricyclic and bicyclic benzofused sultams is reported. Pairing sulfonylation and SNAr reactions yields bridged, tricyclic and bicyclic benzofused sultams. Application of the Mitsunobu reaction in a sulfonylation-Mitsunobu-SNAr pairing allows access to benzthiazocine-1,1-dioxides, while a simple change in the order of pairing to sulfonylation-SNAr-Mitsunobu affords structurally different, bridged tricyclic benzofused sultams.

  DOI：

  10.1021/ol201962n

文献信息

• A Modular Reaction Pairing Approach to the Diversity-Oriented Synthesis of Fused- and Bridged-Polycyclic Sultams
  作者：Thiwanka B. Samarakoon、Joanna K. Loh、Alan Rolfe、Lisa S. Le、Sun Young Yoon、Gerald H. Lushington、Paul. R. Hanson

  DOI：10.1021/ol201962n

  日期：2011.10.7

  A reaction pairing strategy centered on utilization of a reaction triad (sulfonylation, SNAr addition and Mitsunobu alkylation) generating skeletally diverse, tricyclic and bicyclic benzofused sultams is reported. Pairing sulfonylation and SNAr reactions yields bridged, tricyclic and bicyclic benzofused sultams. Application of the Mitsunobu reaction in a sulfonylation-Mitsunobu-SNAr pairing allows access to benzthiazocine-1,1-dioxides, while a simple change in the order of pairing to sulfonylation-SNAr-Mitsunobu affords structurally different, bridged tricyclic benzofused sultams.