Syntheses of furo[3,4-c]coumarins and related furyl coumarin derivatives via intramolecular Wittig reactions

Org Biomol Chem. 2012 Jan 28;10(4):843-7. doi: 10.1039/c1ob06571h. Epub 2011 Dec 1.

Abstract

A new and general strategy for highly functional furo[3,4-c]coumarins and related furyl coumarin derivatives has been developed, which is based on an extraordinarily facile intramolecular Wittig reaction, starting from α,β-unsaturated ketones, tributylphosphine, and acyl chlorides. The phosphorus ylides were proposed to be the key intermediates for constructing the crucial furan ring, leading to a wide variety of substituted furyl coumarins in one step.

Publication types

  • Research Support, Non-U.S. Gov't

MeSH terms

  • Chemistry Techniques, Synthetic / economics
  • Chemistry Techniques, Synthetic / methods*
  • Chlorides / chemistry
  • Furans / chemical synthesis*
  • Furans / chemistry
  • Furocoumarins / chemical synthesis*
  • Furocoumarins / chemistry
  • Ketones / chemistry
  • Phosphines / chemistry
  • Photosensitizing Agents / chemical synthesis*
  • Photosensitizing Agents / chemistry

Substances

  • Chlorides
  • Furans
  • Furocoumarins
  • Ketones
  • Phosphines
  • Photosensitizing Agents
  • furan