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

Organic & Biomolecular Chemistry Pub Date: 2022-08-23 DOI: 10.1039/D2OB01199A

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.

Graphical abstract: Iron(iii)-catalyzed α-cyanation and carbonylation with 2-pyridylacetonitrile: divergent synthesis of α-amino nitriles and tetrahydroisoquinolinones
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