One-Pot Synthesis of 3,4-Diaryl-Substituted 2(5H)-Furanone and Its Commercial Application

Abstract

One-pot synthesis of 3,4-diaryl substituted 2(5H)-furanones was established and its commercial application has been demonstrated by accomplishing total synthesis of rofecoxib, under mild reaction conditions, with good yields and purity.

GRAPHICAL ABSTRACT

Keywords:

• Diethylphosphono phenyl acetic acid
• furanone
• Horner–Wadsworth–Emmons reaction
• phenacyl bromides
• rofecoxib

ACKNOWLEDGMENTS

We are grateful to the management of the Zydus Group for encouragement. We thank the analytical department for providing analytical support.

Notes

^a Reaction completion time monitored with TLC.

^b Purity of compounds analyzed by HPLC at λ _max 220 nm using column ODS C-18, 150 cm × 4.6 mm × 4 µm on AGILENT 1100.

ZRC Communication No. 327 (part of A. Argade's PhD work).