Ceric Ammonium Nitrate on Silica Gel for Solid–Solid Phase N-Dearylation of β -Lactams

Abstract

Silica gel–supported ceric ammonium nitrate (CAN-SiO ₂ ) has been found to be an effective reagent for the solid–solid phase and solvent-free N-dearylation of β-lactams. The results have been compared with CAN alone in solution and solid–solid phase.

Keywords:

• 2-Azetidinones
• ceric ammonium nitrate
• N-dearylation
• solid–solid phase
• solvent-free
• N-unsubstituted β-lactam

The authors thank the Shiraz University Research Council for financial support (Grant No. 86-GR-SC-23).

Notes

^a Based on unreacted starting material.

^a In CH₃CN/H₂O (3:1) by 3.0 eq. of CAN for 45 min.

^b By 3.5 eq. of CAN for 30 min.

^c In CH₃CN/ H₂O (3:1) by 2.5 eq. of CAN for 30 min.

^d By 2.5 eq of CAN for 20 min.

∗Compounds marked by an asterisk are new.