Cobalt‐Catalyzed 1,4‐Aryl Migration/Desulfonylation Cascade: Synthesis of α‐Aryl Amides
Nicolas G.-Simonian, Etienne Barde, Amandine Guérinot, Janine Cossy
Abstract
A cobalt-catalyzed 1,4-aryl migration/disulfonylation cascade applied to α-bromo N-sulfonyl amides was developed. The reaction was highly chemoselective, allowing the preparation of α-aryl amides possessing a variety of functional groups. The method was used as the key step to synthesize an alkaloid, (±)-deoxyeseroline. Mechanistic investigations suggest a radical process.
Topics & Concepts
ArylCobaltCatalysisChemistrySulfonylCombinatorial chemistryCascadeCascade reactionOrganic chemistryAlkylChromatographySulfur-Based Synthesis TechniquesCatalytic C–H Functionalization MethodsChemical Synthesis and Analysis