Current attempt on the transformations of coumarinyl-1,2-epoxyphosphonates

Abstract

Bromohydrins were prepared by ring opening of coumarinyl-1,2-epoxy phosphonate esters under acidic conditions. The chemical behavior of bromohydrins was examined under Michaelis–Becker reaction conditions using dialkylphosphites.

Graphical Abstract

Keywords:

• Bromoacetylcoumarin
• epoxy phosphonate esters
• bromohydrins
• 2-Oxo-2H-1-benzopyrans
• coumarin
• Michaelis–Becker reaction
• enol phosphates

Acknowledgments

This work was supported by National Science Fund project “Dimeric coumarin structures – new synthetic approaches and quantum-chemical investigations” – KP-06-N-39/15. The authors would like to express their gratitude to Prof. Nestor A. Rodios from Laboratory of Organic Chemistry, Department of Chemistry, Aristotle University of Thessaloniki, for the MS spectra.