4-methyl-N-(thiophen-3-yl)benzenesulfonamide | 79128-77-1

• 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: 4-methyl-N-(thiophen-3-yl)benzenesulfonamide
• 英文别名: N-[3]thienyl-toluene-4-sulfonamide；N-[3]Thienyl-toluol-4-sulfonamid；4-methyl-N-thiophen-3-ylbenzenesulfonamide
• CAS: 79128-77-1
• 化学式: C₁₁H₁₁NO₂S₂
• 分子量: 253.346
• InChiKey: KRERKZFEVSZGRG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.5
• 重原子数：
  16
• 可旋转键数：
  3
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.09
• 拓扑面积：
  82.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-{[(4-甲基苯基)磺酰基]氨基}-2-噻吩羧酸甲酯 在 吡啶盐酸盐 作用下， 生成 4-methyl-N-(thiophen-3-yl)benzenesulfonamide
  参考文献：
  名称：

  Mild Selective Hydrolysis of the Methyl Esters of someortho-Substituted Aromatic Carboxylic Acids

  摘要：

  DOI：

  10.1055/s-1981-29503

文献信息

• A highly efficient heterogeneous copper-catalyzed Chan–Lam coupling reaction of sulfonyl azides with arylboronic acids leading to N-arylsulfonamides
  作者：Chongren You、Fang Yao、Tao Yan、Mingzhong Cai

  DOI：10.1039/c6ra04298h

  日期：——

  A heterogeneous Chan–Lam coupling reaction between sulfonyl azides and arylboronic acids was achieved in MeOH at room temperature in the presence of 10 mol% of an L-proline-functionalized MCM-41-immobilized copper(I) complex [MCM-41–L-proline–CuCl] under air, yielding a variety of N-arylsulfonamides in excellent yields. The new heterogeneous copper complex can be prepared from commercially readily

  在室温下，在存在10 mol％的L-脯氨酸官能化的MCM-41固定化铜（I）络合物[MCM-41– L]的情况下，在MeOH中实现了磺酰叠氮化物与芳基硼酸之间的异质Chan-Lam偶联反应-脯氨酸–CuCl ]在空气中产生多种N-芳基磺酰胺，收率极高。新的多相铜络合物可以由市售的廉价试剂制备，并通过简单过滤反应溶液进行回收，并循环至少8次而不会降低活性。
• Copper-catalyzed N-arylation of tert-butyl N-sulfonylcarbamates with diaryliodonium salts at room temperature
  作者：Soo-Yeon Moon、Moonjee Koh、Kris Rathwell、Seo-Hee Jung、Won-Suk Kim

  DOI：10.1016/j.tet.2015.01.032

  日期：2015.3

  A new and mild synthetic approach for the synthesis of N-arylsulfonamides under copper-catalyzed conditions at room temperature has been developed. The reaction employs various tert-butyl N-sulfonylcarbamates and diaryliodonium salts to avoid potential genotoxic impurities. A one-pot coupling/Boc-deprotection sequence is also reported to provide mono N-arylsulfonamides in good to excellent yields.

  已经开发了在室温下在铜催化的条件下合成N-芳基磺酰胺的一种温和的新的合成方法。该反应使用各种叔丁基N-磺酰基氨基甲酸酯和二芳基碘鎓盐，以避免潜在的遗传毒性杂质。还报道了一锅偶联/ Boc-脱保护序列以良好至优异的产率提供了单N-芳基磺酰胺。
• Copper-Catalyzed N-Arylation of Sulfonamides with Boronic Acids in Water under Ligand-Free and Aerobic Conditions
  作者：Mahmoud Nasrollahzadeh、Ali Ehsani、Mehdi Maham

  DOI：10.1055/s-0033-1340475

  日期：——

  An efficient and novel method for the copper-catalyzed arylation of sulfonamides in water under ligand-free conditions is reported. The significant advantages of this methodology are high yields, simple workup procedure, and elimination of toxic materials.

  报道了一种在无配体条件下铜催化磺酰胺在水中芳基化的有效且新颖的方法。这种方法的显着优点是产量高、后处理程序简单和消除有毒物质。
• Copper-catalysed N-arylation of arylsulfonamides with aryl bromides and aryl iodides using KF/Al2O3
  作者：Rahman Hosseinzadeh、Mahmood Tajbakhsh、Maryam Mohadjerani、Mohammad Alikarami

  DOI：10.1007/s12039-010-0015-x

  日期：2010.3

  An efficient synthesis of N-arylsulfonamides with a variety of aryl bromides, aryl iodides and heteroaryl bromides using KF/Al2O3 as a suitable base, CuI as an inexpensive catalyst and N,N′-dimethylethylenediamine (N,N′-DMEDA) as an effective ligand is described.

  使用KF / Al 2 O 3作为合适的碱，CuI作为便宜的催化剂和N，N'-二甲基乙二胺（N， N'-DMEDA）有效合成具有各种芳基溴化物，芳基碘化物和杂芳基溴化物的N-芳基磺酰胺作为有效的配体进行了描述。
• 10.1021/ol403717
  作者：Moon, Soo-Yeon、Nam, Jungsoo、Rathwell, Kris、Kim, Won-Suk

  DOI：10.1021/ol403717

  日期：——