Convenient Synthesis of Functionalized Cyclopropa[ c]coumarin-1a-carboxylates

Molecules. 2018 Dec 24;24(1):57. doi: 10.3390/molecules24010057.

Abstract

A simple method has been developed for the synthesis of cyclopropa[c]coumarins, which belong to the donor-acceptor cyclopropane family and, therefore, are promising substrates for the preparation of chromene-based fine chemicals. The method, based on the acetic acid-induced intramolecular transesterification of 2-arylcyclopropane-1,1-dicarboxylates, was found to be efficient for substrates containing hydroxy group directly attached to the aromatic ring.

Keywords: coumarins; donor-acceptor cyclopropanes; heterocycles.

MeSH terms

  • Carboxylic Acids / chemical synthesis*
  • Carboxylic Acids / chemistry
  • Coumarins / chemical synthesis*
  • Coumarins / chemistry
  • Cyclopropanes / chemical synthesis*
  • Cyclopropanes / chemistry
  • Esterification

Substances

  • Carboxylic Acids
  • Coumarins
  • Cyclopropanes
  • cyclopropane
  • coumarin