PREPARATION OF α-KETOPHOSPHONATES BY OXIDATION OF α-HYDROXYPHOSPHONATES WITH PYRIDINIUM CHLOROCHROMATE (PCC)

Abstract

Various types of diethyl α-hydroxyphosphonates were converted efficiently to their corresponding diethyl α-ketophosphonates by pyridiinum chlorochromate (PCC) without cleavage of C(O)─P bond in the absence of solvent or in solution in high yields.

Keywords:

• α-Hydroxyphosphonates
• α-ketophosphonates
• chlorochromates
• oxidation

The authors are thankful to the Shiraz University Research Council for the partial support of this work.

Notes

^a PCC/substrate = 1/1, isolated yields, room temperature. All compounds were characterized by comparison of their spectral data with authentic samples.

^b CH₂Cl₂

^c solvent-free

^d 40°C.