Aza-Henry Reaction: Synthesis of Nitronaphthylamines from 2-(Alkynyl)benzonitriles.

A transition-metal-free approach for construction of nitronaphthylamines has been developed for the first time through aza-henry, chemoselective, and regioselective annulation of 2-alkynylbenzonitriles with nitromethane. In addition, the strategy provides an elegant, operationally simple and atom-economical route for the synthesis of nitroamino substituted heterocyclic scaffolds, featuring a range of sensitive functional groups. The reaction could also devise acetonitrile and acetophenone as nucleophile. The protocol has been successfully implemented for late-stage modification of bioactive molecules.