Chemistry of Heterocyclic Five and Six Membered Enamino Nitriles and Enamino Esters

Mini Rev Med Chem. 2018;18(12):992-1007. doi: 10.2174/1389557516666161130100610.

Abstract

Progress in the chemistry of cyclic enamino-nitriles based on the advanced synthetic methodologies is reported. Due to the recent accomplishment, it becomes possible to reactivate these molecules toward electrophiles, nucleophiles and as electron rich dienes in 2+3 dipolar additions and in 4+2 cycloadditions reactions. Synthesizing the poly functionalized 4H-pyrans and their fused derivatives is a fascinating field with a multitude of biological implications such as antitumor, cardiotonic, hepatoprotective, antihypertensive, antibronchitis, as well antifungal activity. This work was conducted with particular emphasis on reviewing the work done on the cyclic enamines since 1990 up till now in order to highlight in more details the synthetic pathways, interactions and the biological activities, Furthermore; we referred to the recent original data of our group contributions within this field.

Keywords: Cyclic enamines; biological activity; cycloaddition; electrophiles; functionally substituted enamines; nucleophiles..

Publication types

  • Review

MeSH terms

  • Amines / chemical synthesis
  • Amines / chemistry*
  • Crystallography, X-Ray
  • Esters / chemical synthesis
  • Esters / chemistry*
  • Heterocyclic Compounds, 4 or More Rings / chemical synthesis
  • Heterocyclic Compounds, 4 or More Rings / chemistry*
  • Models, Molecular
  • Molecular Structure
  • Nitriles / chemical synthesis
  • Nitriles / chemistry*

Substances

  • Amines
  • Esters
  • Heterocyclic Compounds, 4 or More Rings
  • Nitriles