A simple and efficient approach to the synthesis of 4H-furo[3,4-b]pyrans via a three-component reaction of isocyanides

Bioorg Med Chem Lett. 2008 Jul 15;18(14):3968-70. doi: 10.1016/j.bmcl.2008.06.014. Epub 2008 Jun 10.

Abstract

A three-component reaction of an isocyanide, a dialkyl acetylenedicarboxylate, and tetronic acid in dichloromethane at room temperature afforded 4H-furo[3,4-b]pyran derivatives. These compounds are closely related with ring systems, TAN-2483B, TAN-2483A, and FD-211 which have a broad spectrum of biological activity.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chemistry, Pharmaceutical / methods*
  • Cyanides / chemical synthesis*
  • Cyanides / chemistry
  • Cyclization
  • Drug Design
  • Furans / chemistry
  • Lactones / chemistry
  • Models, Chemical
  • Pyrans / chemistry*
  • Pyrimidines / chemical synthesis

Substances

  • Cyanides
  • FD 211
  • Furans
  • Lactones
  • Pyrans
  • Pyrimidines
  • TAN-2483A
  • fusidilactone B
  • massarilactone B
  • tetronic acid