Matsuda-Heck reaction with arenediazonium tosylates in water

Beilstein J Org Chem. 2015 Mar 16:11:358-62. doi: 10.3762/bjoc.11.41. eCollection 2015.

Abstract

An environmentally friendly Matsuda-Heck reaction with arenediazonium tosylates has been developed for the first time. A range of alkenes was arylated in good to quantitative yields in water. The reaction is significantly accelerated when carried out under microwave heating. The arylation of haloalkylacrylates with diazonium salts has been implemented for the first time.

Keywords: Matsuda–Heck reaction; alkyl cinnamates; diazonium salts; microwave-assisted synthesis; stilbenes.