title: Mild conditions for the synthesis of functionalized pyrrolidines via Pd-catalyzed carboamination reactions.
abstract: [reaction: see text] The palladium-catalyzed carboamination of N-protected gamma-aminoalkenes with aryl bromides and triflates has been achieved under new, mild reaction conditions using the weak base Cs(2)CO(3) in dioxane solvent. These reactions tolerate a wide variety of functional groups, including enolizable ketones, nitro groups, methyl esters, and acetates, which are not compatible with previously described conditions.
authors.affiliation: Department of Chemistry, University of Michigan, 930 N. University Avenue, Ann Arbor, Michigan 48109-1055, USA.
authors.forename: Myra Beaudoin
authors.initials: MB
authors.lastname: Bertrand
authors.forename: Matthew L
authors.initials: ML
authors.lastname: Leathen
authors.forename: John P
authors.initials: JP
authors.lastname: Wolfe
mesh_terms: D000085:Acetates / Q000737:chemistry; D000475:Alkenes / Q000737:chemistry; D000586:Amination; D002254:Carbonates / Q000737:chemistry*; D002384:Catalysis; D002586:Cesium / Q000737:chemistry; D004146:Dioxanes / Q000737:chemistry; D004952:Esters / Q000737:chemistry; D006842:Hydrocarbons, Brominated / Q000737:chemistry; D007659:Ketones / Q000737:chemistry; D008698:Mesylates / Q000737:chemistry; D008956:Models, Chemical; D009574:Nitro Compounds / Q000737:chemistry; D010165:Palladium / Q000737:chemistry*; D011759:Pyrrolidines / Q000138:chemical synthesis*; D012997:Solvents / Q000737:chemistry
chemical_list: D000085:Acetates; D000475:Alkenes; D002254:Carbonates; D004146:Dioxanes; D004952:Esters; D006842:Hydrocarbons, Brominated; D007659:Ketones; D008698:Mesylates; D009574:Nitro Compounds; D011759:Pyrrolidines; D012997:Solvents; D002586:Cesium; D010165:Palladium; C025223:1,4-dioxane; C012077:trifluoromethanesulfonic acid