2-(3-bromophenyl)-N-(4-methoxyphenyl)-2-oxoacetamide

• 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: 2-(3-bromophenyl)-N-(4-methoxyphenyl)-2-oxoacetamide
• 化学式: C₁₅H₁₂BrNO₃
• 分子量: 334.169
• InChiKey: ITQZVBJHSKZZAK-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  20
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.07
• 拓扑面积：
  55.4
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  methyl 2-isothiocyanato-2-phenylacetate 、 2-(3-bromophenyl)-N-(4-methoxyphenyl)-2-oxoacetamide 在 4-二甲氨基吡啶 作用下， 以 甲苯 为溶剂， 反应 24.0h， 以93%的产率得到(3aR,6aS)-6a-(3-bromophenyl)-5-(4-methoxyphenyl)-3a-phenyl-2-sulfanylidene-3H-pyrrolo[3,4-d][1,3]oxazole-4,6-dione
  参考文献：
  名称：

  Diastereoselective synthesis of ring-fused thiocarbamates bearing contiguous quaternary carbon centers

  摘要：

  An efficient DMAP catalyzed tandem aldol/imidization reaction of alpha-isothiocyanato esters with alpha-ketoamides is described, affording ring-fused thiocarbamates bearing contiguous quaternary carbon centers with up to 99% yield in a completely diastereoselective fashion. This method has a wide range of substrate scope and can be used in the synthesis of pyrrolidines. (c) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tetlet.2013.04.121

文献信息

• Diastereoselective synthesis of ring-fused thiocarbamates bearing contiguous quaternary carbon centers
  作者：Qi-Xiang Guo、Li-Jun Zhang、Liu Song、Biao Xu、Dong-Rong Xiao、Yun-Gui Peng

  DOI：10.1016/j.tetlet.2013.04.121

  日期：2013.7

  An efficient DMAP catalyzed tandem aldol/imidization reaction of alpha-isothiocyanato esters with alpha-ketoamides is described, affording ring-fused thiocarbamates bearing contiguous quaternary carbon centers with up to 99% yield in a completely diastereoselective fashion. This method has a wide range of substrate scope and can be used in the synthesis of pyrrolidines. (c) 2013 Elsevier Ltd. All rights reserved.