Aza-Henry Reaction: Synthesis of Nitronaphthylamines from 2-(Alkynyl)benzonitriles
Shalini Verma1, Manoj Kumar1, Akhilesh K Verma1
1Department of Chemistry , University of Delhi , Delhi 110007 , India.
Abstract:
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.
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