Isocyanide-based multicomponent reactions for the synthesis of benzopyran derivatives with biological scaffolds

Org Biomol Chem. 2024 Feb 7;22(6):1102-1134. doi: 10.1039/d3ob01671d.

Abstract

Benzopyrans (BZPs) are among the most privileged and influential small O-heterocycles that form the core of many natural compounds, commercial drugs, biological compositions, agrochemicals, and functional materials. BZPs are divided into six general categories including coumarins, chromans, 2H-chromenes, 4H-chromenes, chromones, and 4-chromanones, each of which is abundant in many plants and foods. These oxygenated heterocyclic compounds are fascinating motifs and have extensive applications in biology and materials science. Hence, numerous efforts have been made to develop innovative approaches for their extraction and synthesis. However, most of them are step-by-step or multi-step strategies that suffer from waste material generation and a tedious extraction process. Isocyanide-based multicomponent reactions (I-MCRs) offer a highly efficient method for overcoming these problems. The I-MCR is a simple and environmentally friendly one-pot domino procedure that does not require intermediate isolation or workup and is generally more efficient in material usage. This review covers all research articles related to I-MCRs for synthesizing BZP derivatives from the beginning to the middle of the year 2023. This strategy will be useful for organic and pharmaceutical chemists to design new drugs and optimize the synthesis steps of biological compounds and commercial drugs with benzopyran cores.

Publication types

  • Review
  • Research Support, Non-U.S. Gov't

MeSH terms

  • Benzopyrans / chemistry
  • Cyanides* / chemistry
  • Heterocyclic Compounds* / chemistry

Substances

  • Cyanides
  • Benzopyrans
  • Heterocyclic Compounds