title: Iron-catalyzed borylation of alkyl electrophiles.
abstract: The use of low-cost iron(III) acetoacetate (Fe(acac)3) and tetramethylethylenediamine (TMEDA) enables the direct cross-coupling of alkyl halides with bis(pinacolato)diboron. This approach allows for the borylation of activated or unactivated primary, secondary, and tertiary bromides. Moreover, even the borylation of benzylic or allylic chlorides, tosylates, and mesylates are possible. The reactions proceed under mild conditions at room temperature and show broad functional-group compatibility and "robustness" as measured by a modified Glorius robustness screen.
authors: Department of Chemistry, Indiana University , 800 East Kirkwood Avenue, Bloomington, Indiana 47405-7102, United States.
authors: Thomas C
authors: TC
authors: Atack
authors: Rachel M
authors: RM
authors: Lecker
authors: Silas P
authors: SP
authors: Cook
mesh_terms: D001897:Boronic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D004952:Esters / Q000138:chemical synthesis* / Q000737:chemistry; D005290:Ferric Compounds / Q000737:chemistry*; D006846:Hydrocarbons, Halogenated / Q000737:chemistry*; D015394:Molecular Structure
chemical_list: D001897:Boronic Acids; D004952:Esters; D005290:Ferric Compounds; D006846:Hydrocarbons, Halogenated