N-(2-iodophenyl)-4-methyl-N-tosylbenzenesulfonamide | 1192372-83-0

• 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-(2-iodophenyl)-4-methyl-N-tosylbenzenesulfonamide
• 英文别名: N-(2-iodophenyl)-4-methyl-N-(4-methylphenyl)sulfonylbenzenesulfonamide
• CAS: 1192372-83-0
• 化学式: C₂₀H₁₈INO₄S₂
• 分子量: 527.404
• InChiKey: RGGDKKPHOCXQAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.1
• 拓扑面积：
  88.3
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  N-(2-iodophenyl)-4-methyl-N-tosylbenzenesulfonamide 在 二甲基二环氧乙烷 作用下， 以 二氯甲烷 、 丙酮 为溶剂， 以89%的产率得到N-(2-iodylphenyl)-4-methyl-N-tosylbenzenesulfonamide
  参考文献：
  名称：

  Preparation, X-ray Structure, and Oxidative Reactivity of N-(2-Iodylphenyl)tosylamides and 2-Iodylphenyl Tosylate: Iodylarenes Stabilized by Ortho-Substitution with a Sulfonyl Group

  摘要：

  New tosyl derivatives of 2-iodylaniline and 2-iodylphenol were prepared by the dimethyldloxirane oxidation of the corresponding 2-iodophenyltosylamides or 2-iodophenyl tosylate and isolated as stable, microcrystalline products. Single-crystal X-ray diffraction analysis of N-(2-iodylphenyl)-N,4-dimethylbenzenesulfonamide revealed pseudocyclic structure formed by intramolecular 1 center dot center dot center dot O interactions between the hypervalent iodine center and the sulfonyl oxygens in the tosyl group. This tosylamide has an excellent solubility in organic solvents and is it potentially useful hypervalent iodine oxidant.

  DOI：

  10.1021/jo901638f
• 作为产物：
  描述：

  N-对甲苯磺酰基-2-碘苯胺 、 对甲苯磺酰氯 在 4-二甲氨基吡啶 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 2.0h， 以90%的产率得到N-(2-iodophenyl)-4-methyl-N-tosylbenzenesulfonamide
  参考文献：
  名称：

  Preparation, X-ray Structure, and Oxidative Reactivity of N-(2-Iodylphenyl)tosylamides and 2-Iodylphenyl Tosylate: Iodylarenes Stabilized by Ortho-Substitution with a Sulfonyl Group

  摘要：

  New tosyl derivatives of 2-iodylaniline and 2-iodylphenol were prepared by the dimethyldloxirane oxidation of the corresponding 2-iodophenyltosylamides or 2-iodophenyl tosylate and isolated as stable, microcrystalline products. Single-crystal X-ray diffraction analysis of N-(2-iodylphenyl)-N,4-dimethylbenzenesulfonamide revealed pseudocyclic structure formed by intramolecular 1 center dot center dot center dot O interactions between the hypervalent iodine center and the sulfonyl oxygens in the tosyl group. This tosylamide has an excellent solubility in organic solvents and is it potentially useful hypervalent iodine oxidant.

  DOI：

  10.1021/jo901638f

文献信息

• Synthesis of <i>gem</i>-Difluorinated 1,3-Dienes via Synergistic Cu/Pd-Catalyzed Borodifluorovinylation of Alkynes
  作者：Wen-Yan Xu、Yu-Jie Li、Tian-Jun Gong、Yao Fu

  DOI：10.1021/acs.orglett.2c01875

  日期：2022.8.19

  (=CF2), which normally act as metabolically stable bioisosteres for carbonyl groups (C═O), are widely applied in agrochemicals and pharmaceuticals and are also used as building blocks in organic synthesis. Herein, an example of Cu/Pd-catalyzed borodifluorovinylation was achieved using alkynes, difluoroethylene bromide, and B2pin2 as chemical feedstocks, providing the corresponding conjugated gem-difluoroalkene

  gem -Difluoroalkenes (=CF 2 ) 通常作为羰基 (C=O) 的代谢稳定的生物等排体，广泛应用于农用化学品和药物，也用作有机合成中的构件。在此，使用炔烃、二氟溴化乙烯和 B 2 pin 2作为化学原料实现了 Cu/Pd 催化的硼二氟乙烯基化的一个例子，提供了具有良好官能团相容性的相应的共轭偕二氟烯烃支架。此外，可以通过进一步的转化获得一系列氟化合成子。