Reductive Arylation of Amides via a Nickel‐Catalyzed Suzuki–Miyaura‐Coupling and Transfer‐Hydrogenation Cascade
Timothy B. Boit, Milauni M. Mehta, Junyong Kim, Emma L. Baker, Neil K. Garg
Abstract
We report a means to achieve the addition of two disparate nucleophiles to the amide carbonyl carbon in a single operational step. Our method takes advantage of non-precious-metal catalysis and allows for the facile conversion of amides to chiral alcohols via a one-pot Suzuki-Miyaura cross-coupling/transfer-hydrogenation process. This study is anticipated to promote the development of new transformations that allow for the conversion of carboxylic acid derivatives to functional groups bearing stereogenic centers via cascade processes.
Topics & Concepts
CascadeNickelTransfer hydrogenationCoupling (piping)CatalysisCombinatorial chemistryChemistryOrganic chemistryMaterials scienceChromatographyMetallurgyRutheniumAdvanced Synthetic Organic ChemistryAsymmetric Hydrogenation and CatalysisChemical Synthesis and Analysis