Electrochemical deoxygenative amination of stabilized alkyl radicals from activated alcohols.

Alkylamine structures represent one of the most functional and widely used in organic synthesis and drug design. However, the general methods for the functionalization of the shielded and deshielded alkyl radicals remain elusive. Here, we report a general deoxygenative amination protocol using alcohol-derived carbazates and nitrobenzene under electrochemical conditions. A range of primary, secondary, and tertiary alkylamines are obtained. This practical procedure can be scaled up through electrochemical continuous flow technique. Secondary arylalkylamines represent important building blocks for organic synthesis, and as such their straightforward synthesis from readily available chemicals remains a priority in organic chemistry. Here, the authors report a synthesis of arylalkylamines from nitroarenes and carbazates via paired electrolysis. [ABSTRACT FROM AUTHOR]