title: Iron-catalyzed cross-coupling reactions of alkyl Grignards with aryl sulfamates and tosylates.
abstract: The iron-catalyzed cross-coupling of aryl sulfamates and tosylates has been achieved with primary and secondary alkyl Grignards. This study of iron-catalyzed cross-coupling reactions also examines the isomerization and β-hydride elimination problems that are associated with the use of isopropyl nucleophiles. While a variety of iron sources were competent in the reaction, the use of FeF(3)•3H(2)O was critical to minimize nucleophile isomerization.
authors.affiliation: Department of Chemistry, Indiana University, 800 East Kirkwood Avenue, Bloomington, Indiana 47405-7102, USA.
authors.forename: Toolika
authors.initials: T
authors.lastname: Agrawal
authors.forename: Silas P
authors.initials: SP
authors.lastname: Cook
mesh_terms: D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D005290:Ferric Compounds / Q000737:chemistry*; D005459:Fluorides / Q000737:chemistry*; D015394:Molecular Structure; D010165:Palladium / Q000737:chemistry; D013451:Sulfonic Acids / Q000737:chemistry*; D013696:Temperature; D014105:Tosyl Compounds / Q000737:chemistry*
chemical_list: D005290:Ferric Compounds; D013451:Sulfonic Acids; D014105:Tosyl Compounds; C545851:ferric fluoride; D010165:Palladium; C005741:sulfamic acid; D005459:Fluorides