3-(N-benzyl-4-methylphenylsulfonamido)prop-2-ynyl propyl carbonate | 1415931-62-2

• 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: 3-(N-benzyl-4-methylphenylsulfonamido)prop-2-ynyl propyl carbonate
• 英文别名: 3-[(4-Methylphenyl)sulfonyl-propylamino]prop-2-ynyl propyl carbonate；3-[(4-methylphenyl)sulfonyl-propylamino]prop-2-ynyl propyl carbonate
• CAS: 1415931-62-2
• 化学式: C₁₇H₂₃NO₅S
• 分子量: 353.439
• InChiKey: JHFIASCVJHUFAG-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.8
• 重原子数：
  24
• 可旋转键数：
  10
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  81.3
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  3-(N-benzyl-4-methylphenylsulfonamido)prop-2-ynyl propyl carbonate 在 四(三苯基膦)钯 、 potassium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 32.0h， 生成 propyl 4-methyl-1-propyl-2-vinyl-1H-imidazole-5-carboxylate
  参考文献：
  名称：

  Regioselective Synthesis of Highly Substituted Imidazoles via the Sequential Reaction of Allenyl Sulfonamides and Amines

  摘要：

  A novel synthesis of imidazoles from electron-withdrawing group-substituted allenyl sulfonamides with amines was developed. The 4- and 5-functionalized imidazoles were constructed regioselectively, which depended on the substituents on the nitrogen atoms.

  DOI：

  10.1021/acs.joc.5b00141
• 作为产物：
  描述：

  4-甲基-N-丙基-苯磺酰胺 、 在 1,10-菲罗啉 、 copper(ll) sulfate pentahydrate 、 potassium carbonate 作用下， 以 甲苯 为溶剂， 以52%的产率得到3-(N-benzyl-4-methylphenylsulfonamido)prop-2-ynyl propyl carbonate
  参考文献：
  名称：

  Synthesis of allenamides by Pd-catalyzed coupling of 3-alkoxycarbonyloxy ynamides or 1-alkoxycarbonyloxy allenamides with arylboronic acids

  摘要：

  报告了一种有效的钯催化方法，通过Suzuki–Miyaura交叉耦合反应合成多取代的丙烯酰胺，该反应以易于制备的3-烷氧基羧酸酰氨或1-烷氧基羧酸酰氨与芳基硼酸为原料。

  DOI：

  10.1039/c2ob26727f

文献信息

• Synthesis of allenamides by Pd-catalyzed coupling of 3-alkoxycarbonyloxy ynamides or 1-alkoxycarbonyloxy allenamides with arylboronic acids
  作者：Jian Cao、Yulong Kong、Yuan Deng、Guoqiao Lai、Yuming Cui、Ziqiang Hu、Guanhai Wang

  DOI：10.1039/c2ob26727f

  日期：——

  An efficient palladium-catalyzed method is reported for the synthesis of multi-substituted allenamides by Suzuki–Miyaura cross-coupling reaction between easily prepared 3-alkoxycarbonyloxy ynamides or 1-alkoxycarbonyloxy allenamides and arylboronic acids.

  报告了一种有效的钯催化方法，通过Suzuki–Miyaura交叉耦合反应合成多取代的丙烯酰胺，该反应以易于制备的3-烷氧基羧酸酰氨或1-烷氧基羧酸酰氨与芳基硼酸为原料。
• Regioselective Synthesis of Highly Substituted Imidazoles via the Sequential Reaction of Allenyl Sulfonamides and Amines
  作者：Lian Yu、Yuan Deng、Jian Cao

  DOI：10.1021/acs.joc.5b00141

  日期：2015.5.1

  A novel synthesis of imidazoles from electron-withdrawing group-substituted allenyl sulfonamides with amines was developed. The 4- and 5-functionalized imidazoles were constructed regioselectively, which depended on the substituents on the nitrogen atoms.