Asymmetric synthesis of N-aryl sulfinamides: copper(I)-catalyzed coupling of sulfinamides with aryl iodides via kinetic resolution

• Published in: Tetrahedron letters Vol. 57; no. 22; pp. 2379 - 2381
• Main Authors: Liu, Yangyuan, Wang, Zesheng, Guo, Bin, Cai, Qian
• Format: Journal Article
• Language: English
• Published: OXFORD Elsevier Ltd 01.06.2016; Elsevier
• Subjects: Asymmetric catalysis; chemical reactions; Chemistry; Chemistry, Organic; Copper; Cross-coupling; enantiomers; iodides; Kinetic resolution; N-Aryl sulfinamide; organic compounds; Physical Sciences; Science & Technology; Cross-coupling; Copper; Kinetic resolution; Asymmetric catalysis; N-Aryl sulfinamide; BINOL; ENANTIOSELECTIVE FORMATION; ARYLATION; SULFUR; DESYMMETRIZATION; SULFOXIDES; LIGANDS; AMINO-ACIDS

[Display omitted] •A novel method for the synthesis of chiral N-aryl sulfinamides is developed.•It is a Cu-catalyzed asymmetric C–N coupling via kinetic resolution.•High conversion rate and moderate enantioselectivity are observed.•A wide range of aryl iodides are found to work well under the cataly...