Alternative, High‐Yield Synthesis of (E)‐4‐Oxonon‐2‐enoic Acid from 2‐Methoxyfuran

Abstract

Alkylation of 2‐methoxyfuran, followed by in situ TPP‐sensitized photooxygenation of 2‐methoxy‐5‐pentylfuran in the presence of Me₂S, gave methyl (Z)‐4‐oxonon‐2‐enoate. Hydrolysis of methyl (Z)‐4‐oxonon‐2‐enoate afforded (E)‐4‐oxonon‐2‐enoic acid in three steps and in 79% overall yield.

Keywords:

• furan skeleton
• 2‐methoxyfuran
• oxidation
• (E)‐4‐oxonon‐2‐enoic acid

Acknowledgments

We are grateful to Ataturk University for the financial support. A. Maras thanks H. Secen and R. Altundas (Ataturk University) for critical review of the manuscript.