N-(1-(2-bromophenyl)-2-(tert-butylamino)-2-oxoethyl)-3-chloro-N-phenylbenzamide | 1379587-57-1

• 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: N-(1-(2-bromophenyl)-2-(tert-butylamino)-2-oxoethyl)-3-chloro-N-phenylbenzamide
• CAS: 1379587-57-1
• 化学式: C₂₅H₂₄BrClN₂O₂
• 分子量: 499.835
• InChiKey: CZBDAUDZECSJLL-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.41
• 重原子数：
  31.0
• 可旋转键数：
  5.0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.2
• 拓扑面积：
  49.41
• 氢给体数：
  1.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  异氰酸叔丁酯 、 N-(1-(2-bromophenyl)-2-(tert-butylamino)-2-oxoethyl)-3-chloro-N-phenylbenzamide 在 palladium diacetate 、 caesium carbonate 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 反应 0.33h， 以75%的产率得到N-(3-(tert-butylamino)-1-oxo-1,2-dihydroisoquinolin-4-yl)-3-chloro-N-phenylbenzamide
  参考文献：
  名称：

  A Ligand-Free Pd-Catalyzed Cascade Reaction: An Access to the Highly Diverse Isoquinolin-1(2H)-one Derivatives via Isocyanide and Ugi-MCR Synthesized Amide Precursors

  摘要：

  A novel ligand-free palladium-catalyzed cascade reaction for the synthesis of highly diverse isoquinolin-1(2H)-one derivatives from isocyanide and amide precursors synthesized by Ugi-MCR has been developed. A broad variety of acids, amines, and isocyanides were used as starting materials for Ugi-MCR leading to various amide precursors, which in turn provided entry into diverse isoquinolin-1(2H)-one derivatives. The reaction proceeds through tandem isocyanide insertion with intramolecular cyclization followed by a Mazurciewitcz-Ganesan type sequence to provide isoquinoline-1(2H)-one derivatives in moderate to good yields.

  DOI：

  10.1021/ol301131s
• 作为产物：
  描述：

  异氰酸叔丁酯 、 苯胺 、 邻溴苯甲醛 、 3-氯苯甲酸 以 甲醇 为溶剂， 生成 N-(1-(2-bromophenyl)-2-(tert-butylamino)-2-oxoethyl)-3-chloro-N-phenylbenzamide
  参考文献：
  名称：

  A Ligand-Free Pd-Catalyzed Cascade Reaction: An Access to the Highly Diverse Isoquinolin-1(2H)-one Derivatives via Isocyanide and Ugi-MCR Synthesized Amide Precursors

  摘要：

  A novel ligand-free palladium-catalyzed cascade reaction for the synthesis of highly diverse isoquinolin-1(2H)-one derivatives from isocyanide and amide precursors synthesized by Ugi-MCR has been developed. A broad variety of acids, amines, and isocyanides were used as starting materials for Ugi-MCR leading to various amide precursors, which in turn provided entry into diverse isoquinolin-1(2H)-one derivatives. The reaction proceeds through tandem isocyanide insertion with intramolecular cyclization followed by a Mazurciewitcz-Ganesan type sequence to provide isoquinoline-1(2H)-one derivatives in moderate to good yields.

  DOI：

  10.1021/ol301131s