Molecular, Macromolecular Chemistry and Materials-UMR 7167 ESPCI Paris, CNRS, PSL Research University, 10 rue Vauquelin, 75231, Paris Cedex 05, France.
Chemistry. 2021 Feb 24;27(12):4004-4008. doi: 10.1002/chem.202005129. Epub 2021 Feb 3.
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.
发展了一种钴催化的 1,4-芳基迁移/二磺酰化级联反应,应用于 α-溴代 N-磺酰基酰胺。该反应具有高度的化学选择性,允许制备具有各种官能团的 α-芳基酰胺。该方法被用作合成生物碱(±)-去氧表小檗碱的关键步骤。机理研究表明该反应是自由基过程。