A Practical Preparation of 2-Carboxyphenylboronic Acid and its Application for the Preparation of Biaryl-2-carboxylic Acids using Suzuki Coupling Reactions

Abstract

A practical synthesis of 2-carboxyphenylboronic from 2-tolylboronic acid and aqueous potassium permanganate under mild conditions is reported. The title compound couples with aryl bromides containing electron-withdrawing groups to give biaryl-2-carboxylic acids.

Key words

2-carboxyphenylboronic acid - 2-tolylboronic acid - biaryl-2-carboxylic acids - Suzuki coupling - palladium catalyst

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4

Several commercial sources of 2-carboxylphenylboronic acid are available now, all of which appeared after completion of this work.