Nickel-catalyzed C–N bond reduction of aromatic and benzylic quaternary ammonium triflates?

Chemical Communications Pub Date: 2016-08-10 DOI: 10.1039/C6CC04531F

Abstract

A nickel-catalyzed, efficient C–N bond reduction of aromatic and benzylic ammonium triflates has been developed using sodium isopropoxide as a reducing agent. The high efficiency, mild conditions, and good compatibility with various substituents made this method an effective supplement to the current catalytic hydrogenation reactions. Combining this reductive deamination reaction with directed aromatic functionalization reactions, a powerful strategy for regioselective functionalization of arenes was demonstrated using dialkylamine groups as traceless directing groups.

Graphical abstract: Nickel-catalyzed C–N bond reduction of aromatic and benzylic quaternary ammonium triflates
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