An easy route to (hetero)arylboronic acids

Chemistry. 2014 May 26;20(22):6608-12. doi: 10.1002/chem.201402487. Epub 2014 Apr 15.

Abstract

An unprecedented spontaneous reactivity between diazonium salts and diboronic acid has been unveiled, leading to a versatile arylboronic acid synthesis directly from (hetero)arylamines. This fast reaction (35 min overall) tolerates a wide range of functional groups and is carried out under very mild conditions. The radical nature of the reaction mechanism has been investigated.

Keywords: aromatics; diazo compounds; heterocyclic compounds; pseudohalogens; radicals.