Synthesis of 6,7-Diacylcoumarins via the Transformation of a Hydroxy into a Carbonyl Group

Abstract

The synthesis of 6,7-diacylcoumarins is reported via the oxidation of 6-acetyl-7-hydroxycoumarin N-acylhydrazones with lead tetraacetate. The procedure involves transformation of hydroxy into an acyl group and formation of a new C–C bond.

Keywords:

• N-acylhydrazones
• 6,7-diacyl-2H-chromen-2-ones
• coumarins
• lead tetraacetate
• oxidation
• transformation

ACKNOWLEDGMENT

The authors are grateful to the Royal Society of Chemistry for financial support of this work.

Notes

^a Mps are uncorrected.

^b Compounds 4a–4f were recrystallized from ethanol.