2-methyl-N-propylidenepropane-2-sulfonamide | 1533401-90-9

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机磺酸及其衍生物
• 英文名称: 2-methyl-N-propylidenepropane-2-sulfonamide
• CAS: 1533401-90-9
• 化学式: C₇H₁₅NO₂S
• 分子量: 177.268
• InChiKey: NYOBCMPAFVCPAL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1
• 重原子数：
  11
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  54.9
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  叔丁基磺酰胺 、 丙醛 在 邻氨基苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 36.0h， 以82%的产率得到2-methyl-N-propylidenepropane-2-sulfonamide
  参考文献：
  名称：

  A General Aminocatalytic Method for the Synthesis of Aldimines

  摘要：

  A general and efficient biomimetic method for the synthesis of aldimines from aldehydes and compounds bearing the NH2 group in the presence of pyrrolidine as a catalyst has been developed. These organocatalytic reactions, based on the application of the concept of nucleophilic catalysis, proceed with outstanding yields in the absence of acids and metals under simple conditions and minimum experimental manipulation. The method has been mainly applied to the synthesis of N-sulfinyl and N-sulfonyl imines, but its general validity has been proven with the preparation of representative N-phosphinoyl, N-alkyl, and N-aryl imines. These unprecedented reactions, which presumably occur via iminium activation without requiring acidic conditions, are an interesting and competitive alternative to the classical methods for preparing aldimines.

  DOI：

  10.1021/ja4111418

文献信息

• A General Aminocatalytic Method for the Synthesis of Aldimines
  作者：Sara Morales、Fernando G. Guijarro、José Luis García Ruano、M. Belén Cid

  DOI：10.1021/ja4111418

  日期：2014.1.22

  A general and efficient biomimetic method for the synthesis of aldimines from aldehydes and compounds bearing the NH2 group in the presence of pyrrolidine as a catalyst has been developed. These organocatalytic reactions, based on the application of the concept of nucleophilic catalysis, proceed with outstanding yields in the absence of acids and metals under simple conditions and minimum experimental manipulation. The method has been mainly applied to the synthesis of N-sulfinyl and N-sulfonyl imines, but its general validity has been proven with the preparation of representative N-phosphinoyl, N-alkyl, and N-aryl imines. These unprecedented reactions, which presumably occur via iminium activation without requiring acidic conditions, are an interesting and competitive alternative to the classical methods for preparing aldimines.