Synthesis of Phloroglucinol Monoaryl Ethers

Abstract

A variety of novel functionalized phloroglucinol mono­aryl ethers have been synthesized using a two-step procedure. Target ethers were synthesized by coupling electron-deficient aryl fluorides with 3,5-dimethoxyphenol via nucleophilic aromatic substitution (S_NAr) in N-methylpyrrolidone and cesium carbonate. Subsequent boron tribromide-mediated demethylation gave a series of phloroglucinol monoaryl ethers in good overall yields.

Key words

arylation - ethers - nucleophilic aromatic substitution - phenols - phloroglucinol

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