ethyl (Z)-4-benzylamino-5-(2-ethoxycarbonylvinylthio)-1-(4-methoxyphenyl)-1H-pyrrole-3-carboxylate | 1048334-07-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 吡咯
• 英文名称: ethyl (Z)-4-benzylamino-5-(2-ethoxycarbonylvinylthio)-1-(4-methoxyphenyl)-1H-pyrrole-3-carboxylate
• CAS: 1048334-07-1
• 化学式: C₂₆H₂₈N₂O₅S
• 分子量: 480.585
• InChiKey: NCBRDKSRSQHZBM-NXVVXOECSA-N

反应信息

• 作为产物：
  描述：

  、 丙炔酸乙酯 以 丁酮 为溶剂， 以48%的产率得到ethyl (Z)-4-benzylamino-5-(2-ethoxycarbonylvinylthio)-1-(4-methoxyphenyl)-1H-pyrrole-3-carboxylate
  参考文献：
  名称：

  Solvent controlled divergent syntheses of polysubstituted pyrroles and pyrrolo[2,3-b]-1,4-thiazines

  摘要：

  The reaction of 2-imidazolyl carbene-derived 2-arylthiocarbamoyl imidazolium salts with ethyl propiolate proceeded via the solvent dependent tandem [3+2] cycloaddition and subsequent ring transformation processes. While the reaction in butanone yielded 3-amino-2-vinylthiopyrroles as the major products, use of benzene as the solvent led to the predominant formation of pyrrolo[2,3-b][1,4]thiazines. This work disclosed a unique ring transformation of imidazoline-spiro-pyrrolines to pyrFOIO[2,3b][1,4]-thiazines, which provides a simple route to both multifunctional pyrroles and pyrrolo[2,3b][1,4]thiazines that are other-wise difficult to synthesize. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2008.05.044