N-(2-pyrazol-1-ylphenyl)benzenesulfonamide | 1430586-20-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 唑类
• 英文名称: N-(2-pyrazol-1-ylphenyl)benzenesulfonamide
• CAS: 1430586-20-1
• 化学式: C₁₅H₁₃N₃O₂S
• 分子量: 299.353
• InChiKey: UUDVORHKNMVXHW-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  21
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.0
• 拓扑面积：
  72.4
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  N-(2-pyrazol-1-ylphenyl)benzenesulfonamide 、 三甲基铝 以 四氢呋喃 为溶剂， 反应 1.0h， 以88%的产率得到(NSO2PhHPzH)AlMe2
  参考文献：
  名称：

  Synthesis, characterization and catalytic studies of aluminium complexes containing sulfonamido–oxazolinate or –pyrazolinate ligands

  摘要：

  A series of sulfonamido-oxazolinate ligand precursors, HNSO(2)Ph(H)Oxa, HNSO(2)Ph(Me)Oxa, HNSO(2)Ph(TriMe)Oxa, or sulfonamido-pyrazolinate ligand precursors, HNSO(2)Ph(H)Pz(H), HNSO(2)Ph(Me)Pz(H), HNSO(2)Ph(TriMe)Pz(H), HNSO(2)Ph(F)Pz(H), HNSO(2)Ph(H)Pz(Me), HNSO(2)Ph(Me)Pz(Me), HNSO(2)Ph(TriMe)Pz(Me), have been prepared. Treatment of ligand precursors, HNSO(2)Ph(A)Oxa or HNSO(2)Ph(A)Pz(B), with 1.1 equiv. of AlMe3 in THF affords aluminium sulfonamido-oxazolinate dimethyl complexes, (NSO(2)Ph(A)Oxa)AlMe2 [A = H (1); A = Me (2); A = TriMe, (3)], or aluminium sulfonamido-pyrazolinate dimethyl complexes, (NSO(2)Ph(A)Pz(B))AlMe2 [A = H, B = H (4); A = Me, B = H (5); A = TriMe, B = H (6); A = F, B = H (7); A = H, B = Me (8); A = Me, B = Me (9); A = TriMe, B = Me (10)]. The aluminium bis(sulfonamido-pyrazolinate) methyl complex 5' was isolated from recrystallization of 5 as minor product. The molecular structures of compounds 2, 5' and 8 were determined by single-crystal X-ray diffraction techniques. Their catalytic activities towards the ring opening polymerization of epsilon-caprolactone in the presence of benzyl alcohol are also under investigation. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.jorganchem.2013.12.022
• 作为产物：
  描述：

  1-苯基吡唑 、 N-氟代双苯磺酰胺 在 tris(acetonitrile)pentamethylcyclopentadienylrhodium(III) hexafluoroantimonate 、 caesium carbonate 作用下， 以 1,2-二氯乙烷 为溶剂， 反应 24.0h， 以32%的产率得到N-(2-pyrazol-1-ylphenyl)benzenesulfonamide
  参考文献：
  名称：

  铑（III）催化的C（sp2）？N-氟苯磺酰亚胺的H活化和亲电酰胺化

  摘要：

  在无外部氧化剂的条件下，已开发出一种通过阳离子铑（III）催化的C（sp 2）H活化进行的亲电子酰胺化反应，其中使用市售的N-氟苯磺酰亚胺作为氨基源。该酰胺化仅需催化量的碱，并表现出优异的官能团耐受性和区域选择性，为直接C（sp 2）H酰胺化提供了新途径。

  DOI：

  10.1002/adsc.201201133

文献信息

• Synthesis, characterization and catalytic studies of aluminium complexes containing sulfonamido–oxazolinate or –pyrazolinate ligands
  作者：Chi-Tien Chen、Chien-Hung Liao、Kuo-Fu Peng、Ming-Tsz Chen、Tzu-Lun Huang

  DOI：10.1016/j.jorganchem.2013.12.022

  日期：2014.3

  A series of sulfonamido-oxazolinate ligand precursors, HNSO(2)Ph(H)Oxa, HNSO(2)Ph(Me)Oxa, HNSO(2)Ph(TriMe)Oxa, or sulfonamido-pyrazolinate ligand precursors, HNSO(2)Ph(H)Pz(H), HNSO(2)Ph(Me)Pz(H), HNSO(2)Ph(TriMe)Pz(H), HNSO(2)Ph(F)Pz(H), HNSO(2)Ph(H)Pz(Me), HNSO(2)Ph(Me)Pz(Me), HNSO(2)Ph(TriMe)Pz(Me), have been prepared. Treatment of ligand precursors, HNSO(2)Ph(A)Oxa or HNSO(2)Ph(A)Pz(B), with 1.1 equiv. of AlMe3 in THF affords aluminium sulfonamido-oxazolinate dimethyl complexes, (NSO(2)Ph(A)Oxa)AlMe2 [A = H (1); A = Me (2); A = TriMe, (3)], or aluminium sulfonamido-pyrazolinate dimethyl complexes, (NSO(2)Ph(A)Pz(B))AlMe2 [A = H, B = H (4); A = Me, B = H (5); A = TriMe, B = H (6); A = F, B = H (7); A = H, B = Me (8); A = Me, B = Me (9); A = TriMe, B = Me (10)]. The aluminium bis(sulfonamido-pyrazolinate) methyl complex 5' was isolated from recrystallization of 5 as minor product. The molecular structures of compounds 2, 5' and 8 were determined by single-crystal X-ray diffraction techniques. Their catalytic activities towards the ring opening polymerization of epsilon-caprolactone in the presence of benzyl alcohol are also under investigation. (C) 2013 Elsevier B.V. All rights reserved.
• Rhodium(III)-Catalyzed C(<i>sp</i>²)H Activation and Electrophilic Amidation with<i>N</i>-Fluorobenzenesulfonimide
  作者：Ren-Jin Tang、Cui-Ping Luo、Luo Yang、Chao-Jun Li

  DOI：10.1002/adsc.201201133

  日期：2013.3.25

  An electrophilic amidation via a cationic rhodium(III)‐catalyzed C(sp2)H activation has been developed with the commercially available N‐fluorobenzenesulfonimide as the amino source under external oxidant‐free conditions. This amidation requires only a catalytic amount of base and exhibits excellent functional group tolerance and regioselectivity, providing a new avenue in direct C(sp2)H amidation

  在无外部氧化剂的条件下，已开发出一种通过阳离子铑（III）催化的C（sp 2）H活化进行的亲电子酰胺化反应，其中使用市售的N-氟苯磺酰亚胺作为氨基源。该酰胺化仅需催化量的碱，并表现出优异的官能团耐受性和区域选择性，为直接C（sp 2）H酰胺化提供了新途径。