A Cobalt Catalyst Permits the Direct Hydrogenative Synthesis of 1H-Perimidines from a Dinitroarene and an Aldehyde

A new sustainable catalytic reaction, the synthesis of 1H- perimidines from a dinitroarene and an aldehyde in the presence of H-2, was achieved. An earth-abundant metal catalyst was developed to permit the efficient, highly chemoselective, and consecutive hydrogenation of dinitroarenes. The catalyst was reusable and easy to handle. The use of a specific Co complex and its pyrolysis at a certain temperature was crucial to achieve high activity for the complex organic transformation. Benzylic and aliphatic aldehydes could undergo the hydrogenative condensation, and many functional groups, including hydrogenation-sensitive examples such as iodo aryl, nitrile, olefin, and alkyne groups, were tolerated.