Title:Microwave-assisted Claisen Rearrangement of 1-Allyloxy-4-hydroxybenzene in the Presence of Metal Salt

VOLUME: 8 ISSUE: 1

Author(s):Fumiyoshi Ozaki and Yutaka Okada*

Affiliation:Department of Applied Chemistry, Ritsumeikan University, Kusatsu, Department of Applied Chemistry, Ritsumeikan University, Kusatsu

Keywords:Microwave irradiation effect, Claisen rearrangement, metal salt, allylarenes, electron density, ethereal oxygen, phenoxide ion.

Abstract:Microwave-assisted Claisen rearrangement of allyloxybenzene with a hydroxyl group was conducted in the presence of metal salts. The rearrangement was promoted in the presence of an alkali metal salt, because the reaction substrate was converted into a phenoxide-type ion, which can efficiently absorb microwaves. In contrast, a Lewis acid was strongly coordinated to the ethereal oxygen, and this structure could also absorb microwaves efficiently.