1-(2-bromobenzoyl)-N-tert-butyl-2-(4-chlorophenyl)-2,3-dihydro-1H-pyrrole-2-carboxamide | 1404471-85-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1-(2-bromobenzoyl)-N-tert-butyl-2-(4-chlorophenyl)-2,3-dihydro-1H-pyrrole-2-carboxamide
• 英文别名: 1-(2-bromobenzoyl)-N-tert-butyl-2-(4-chlorophenyl)-3H-pyrrole-2-carboxamide
• CAS: 1404471-85-7
• 化学式: C₂₂H₂₂BrClN₂O₂
• 分子量: 461.786
• InChiKey: ULTNJWMWTYKDRD-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5
• 重原子数：
  28
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.27
• 拓扑面积：
  49.4
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  1-(2-bromobenzoyl)-N-tert-butyl-2-(4-chlorophenyl)-2,3-dihydro-1H-pyrrole-2-carboxamide 在 三乙基硅烷 、 三氟乙酸 作用下， 反应 21.0h， 以73%的产率得到1-(2-bromobenzoyl)-N-tert-butyl-2-(4-chlorophenyl)pyrrolidine-2-carboxamide
  参考文献：
  名称：

  Two-Step Synthesis of 2,3-Dihydropyrroles via a Formal 5-endo Cycloisomerization of Ugi 4-CR/Propargyl Adducts

  摘要：

  A practical two-step synthesis of 2,3-dihydropyrroles from Ugi 4-CR/propargyl adducts is presented. The protocol includes a base-mediated formation of an allenamide functional group and an in situ metal-free formal 5-endo cycloisomerization that occurs in a highly regioselective manner at the allenamide C-gamma.

  DOI：

  10.1021/ol3024727
• 作为产物：
  描述：

  2-bromo-N-[tert-butylcarbamoyl-(4-chlorophenyl)methyl]-N-prop-2-ynylbenzamide 在 potassium tert-butylate 作用下， 以 四氢呋喃 为溶剂， 反应 2.5h， 以71%的产率得到1-(2-bromobenzoyl)-N-tert-butyl-2-(4-chlorophenyl)-2,3-dihydro-1H-pyrrole-2-carboxamide
  参考文献：
  名称：

  Two-Step Synthesis of 2,3-Dihydropyrroles via a Formal 5-endo Cycloisomerization of Ugi 4-CR/Propargyl Adducts

  摘要：

  A practical two-step synthesis of 2,3-dihydropyrroles from Ugi 4-CR/propargyl adducts is presented. The protocol includes a base-mediated formation of an allenamide functional group and an in situ metal-free formal 5-endo cycloisomerization that occurs in a highly regioselective manner at the allenamide C-gamma.

  DOI：

  10.1021/ol3024727

文献信息

• Two-Step Synthesis of 2,3-Dihydropyrroles via a Formal 5-<i>endo</i> Cycloisomerization of Ugi 4-CR/Propargyl Adducts
  作者：Luis A. Polindara-García、Luis D. Miranda

  DOI：10.1021/ol3024727

  日期：2012.11.2

  A practical two-step synthesis of 2,3-dihydropyrroles from Ugi 4-CR/propargyl adducts is presented. The protocol includes a base-mediated formation of an allenamide functional group and an in situ metal-free formal 5-endo cycloisomerization that occurs in a highly regioselective manner at the allenamide C-gamma.