title: Directed ortho-metalation-cross-coupling strategies. One-pot Suzuki reaction to biaryl and heterobiaryl sulfonamides.
abstract: A general synthesis of stable ortho-boropinacolato aryl and heteroaryl sulfonamides by directed ortho-metalation (DoM) and either MeOBPin or i-PrOBpin electrophile quench, 3 → 4, is described. A one-pot metalation-Suzuki cross-coupling procedure for the synthesis of biaryls and heterobiaryls, 3 → 5, and a complementary DoM-Ir-catalyzed boronation sequence (Scheme 6 ) are delineated.
authors.affiliation: Department of Chemistry, Queen's University, Kingston, ON, K7L 3N6, Canada.
authors.forename: Cédric
authors.initials: C
authors.lastname: Schneider
authors.forename: Ellen
authors.initials: E
authors.lastname: Broda
authors.forename: Victor
authors.initials: V
authors.lastname: Snieckus
mesh_terms: D001896:Boron Compounds / Q000737:chemistry*; D002384:Catalysis; D008670:Metals; D015394:Molecular Structure; D013237:Stereoisomerism; D013449:Sulfonamides / Q000138:chemical synthesis* / Q000737:chemistry / Q000494:pharmacology
chemical_list: D001896:Boron Compounds; D008670:Metals; D013449:Sulfonamides