title: Mild, Pd-catalyzed stannylation of radioiodination targets.
abstract: Trialkylstannanes are versatile precursors for chemical transformations, including radiolabeling with a variety of halogens, particularly iodine. In the present work a convenient, Pd-mediated stannylation method is presented that can be performed in an open flask. The method is selective for aryl iodides allowing selective stannylations in the presence of other halogen atoms. The reaction conditions are mild, making the method compatible with chemically sensitive bioactive compounds.
authors.affiliation: Molecular Pharmacology and Chemistry Program, Department of Neurology, Memorial Sloan Kettering Cancer Center, 1275 York Avenue, New York, NY 10065, USA.
authors.forename: Julie E
authors.initials: JE
authors.lastname: Pickett
authors.affiliation: Molecular Pharmacology and Chemistry Program, Department of Neurology, Memorial Sloan Kettering Cancer Center, 1275 York Avenue, New York, NY 10065, USA.
authors.forename: András
authors.initials: A
authors.lastname: Váradi
authors.affiliation: Molecular Pharmacology and Chemistry Program, Department of Neurology, Memorial Sloan Kettering Cancer Center, 1275 York Avenue, New York, NY 10065, USA.
authors.forename: Travis C
authors.initials: TC
authors.lastname: Palmer
authors.affiliation: Molecular Pharmacology and Chemistry Program, Department of Neurology, Memorial Sloan Kettering Cancer Center, 1275 York Avenue, New York, NY 10065, USA.
authors.forename: Steven G
authors.initials: SG
authors.lastname: Grinnell
authors.affiliation: Molecular Pharmacology and Chemistry Program, Department of Neurology, Memorial Sloan Kettering Cancer Center, 1275 York Avenue, New York, NY 10065, USA.
authors.forename: Joel M
authors.initials: JM
authors.lastname: Schrock
authors.affiliation: Molecular Pharmacology and Chemistry Program, Department of Neurology, Memorial Sloan Kettering Cancer Center, 1275 York Avenue, New York, NY 10065, USA.
authors.forename: Gavril W
authors.initials: GW
authors.lastname: Pasternak
authors.affiliation: Tri-Institutional Training Program in Chemical Biology, Memorial Sloan Kettering Cancer Center, 1275 York Avenue, Box 422, New York, NY 10065, USA.
authors.forename: Rashad R
authors.initials: RR
authors.lastname: Karimov
authors.affiliation: Molecular Pharmacology and Chemistry Program, Department of Neurology, Memorial Sloan Kettering Cancer Center, 1275 York Avenue, New York, NY 10065, USA. Electronic address: majumdas@mskcc.org.
authors.forename: Susruta
authors.initials: S
authors.lastname: Majumdar
mesh_terms: D000818:Animals; D001921:Brain / Q000378:metabolism; D002384:Catalysis; D007455:Iodine / Q000737:chemistry*; D007457:Iodine Radioisotopes / Q000737:chemistry; D007553:Isotope Labeling; D051379:Mice; D010165:Palladium / Q000737:chemistry*; D010880:Piperidines / Q000737:chemistry; D011720:Pyrazoles / Q000737:chemistry
chemical_list: D007457:Iodine Radioisotopes; D010880:Piperidines; D011720:Pyrazoles; C103505:AM 251; D010165:Palladium; D007455:Iodine
keywords: Opioid; Radioiodination; Radioligand binding; Sigma receptor; Stannylation