A Sulfoxide Reagent for One-Pot, Three-Component Syntheses of Sulfoxides and Sulfinamides.

ABSTRACT: Sulfoxides and sulfinamides represent versatile sulfur functional groups found in ligands, chiral auxiliaries, and bioactive molecules. Canonical two-component syntheses, however, rely on substrates with a preinstalled C-S bond and impede efficient and modular access to these sulfur motifs. Herein is presented the application of an easily prepared, bench-stable sulfoxide reagent for one-pot, three-component syntheses of sulfoxides and sulfinamides. The sulfoxide reagent donates the SO unit upon the reaction with a Grignard reagent (RMgX) as a sulfenate anion (RSO^- ). While subsequent trapping reactions of this key intermediate with carbon electrophiles provide sulfoxides, a range of tertiary, secondary, and primary sulfinamides can be prepared by substitution reactions with elec

SUBMITTER: Saito F 

PROVIDER: S-EPMC10100148 | biostudies-literature | 2022 Dec

REPOSITORIES: biostudies-literature