Visible-Light-Initiated One-Pot, Three-Component Synthesis of 2-Amino-4 H-pyran-3,5-dicarbonitrile Derivatives

ACS Comb Sci. 2019 Oct 14;21(10):685-691. doi: 10.1021/acscombsci.9b00124. Epub 2019 Sep 10.

Abstract

A novel approach for the visible-light-initiated synthesis of 2-amino-4H-pyran-3,5-dicarbonitrile derivatives via a one-pot, three-component reaction of aldehydes or isatins, malononitrile, and α-cyano ketones has been developed. The reaction was carried out at room temperature in ethanol/water to give the corresponding products with a wide range of functional groups in high yields. This process did not require any additives or chromatographic separation and could be applied for gram-scale synthesis.

Keywords: 2-amino-4H-pyran-3,5-dicarbonitrile; catalyst-free; green synthesis; multicomponent reaction; spirooxindoles; visible light.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Aldehydes / chemistry
  • Combinatorial Chemistry Techniques*
  • Isatin / chemistry
  • Ketones / chemistry
  • Light*
  • Molecular Structure
  • Nitriles / chemical synthesis*
  • Nitriles / chemistry
  • Pyrans / chemical synthesis*
  • Pyrans / chemistry

Substances

  • Aldehydes
  • Ketones
  • Nitriles
  • Pyrans
  • Isatin
  • dicyanmethane