Aqueous-Phase Synthesis of α-Hydroxyphosphonates Catalyzed by β-Cyclodextrin

Abstract

α-Hydroxyphosphonates were synthesized from aromatic/heteroaromatic aldehydes with triethyl phosphite in the presence of β-cyclodextrin in an aqueous medium. The β-cyclodextrin can be recovered and reused without loss of catalytic activity.

GRAPHICAL ABSTRACT

Keywords:

• Aromatic/heteroaromatic aldehydes
• β-cyclodextrin
• α-hydroxyphosphonate
• triethyl phosphate
• water

ACKNOWLEDGMENTS

B. M. and S. N. M. thank the Council of Scientific and Industrial Research and K. R. thanks the University Grants Commission, New Delhi, for the fellowships.

Notes

Notes. Reaction conditions: β-cyclodextrin (1.0 equiv), aldehyde (1 equiv), and triethyl phosphite (1 equiv) at 60–70 °C for 8–12 h. All products were confirmed by ¹H and ¹³C NMR and direct comparison with authentic samples.

^a Yields of the isolated product.