Iron(III)-catalyzed α-cyanation and carbonylation with 2-pyridylacetonitrile: divergent synthesis of α-amino nitriles and tetrahydroisoquinolinones.

Abstract

Iron-catalyzed oxidative synthesis of N-aryl-substituted tetrahydroisoquinolines (THIQs) toward tetrahydroisoquinoline-based derivatives is reported. A wide range of α-amino nitriles and tetrahydroisoquinolinones are synthesized in moderate to good yields. This approach involves a new organic nitrile source, a cheap iron catalyst under an oxygen atmosphere, and temperature-controlled divergent synthesis and features complete selectivity and operational simplicity.