title: Pd-mediated rapid cross-couplings using [(11) C]methyl iodide: groundbreaking labeling methods in (11) C radiochemistry.
abstract: Prof. Bengt Långström is a pioneer in the field of chemistry-driven positron emission tomography (PET) imaging. He has developed a variety of excellent radiolabeling methodologies using the methods of organic chemistry, with the aim of widening the potential of PET in the study of life. Among his groundbreaking achievements in (11) C radiochemistry, there is the discovery of the Pd-mediated rapid cross-coupling reaction using [(11) C]methyl iodide. It was first reported by his Uppsala group in 1994-1995 and was further investigated by his and other groups with a view of enhancing its generality and practicability. This reaction is currently considered one of the basic methods for (11) C-labeling of low-weight organic compounds. This paper presents a short summary of the background and the development of Pd-mediated rapid cross-couplings of [(11) C]methyl iodide, with a focus not only on organostannanes, but also on organoboranes, organozincs, and terminal acetylene compounds. All these reactions have proven to be dependable (11) C-labeling methodologies that use chemically reliable carbon-carbon bond formation reactions.
authors.affiliation: Labeling Chemistry Team, Division of Bio-Function Dynamics Imaging, RIKEN Center for Life Science Technologies (CLST), 6-7-3 Minatojima-minamimachi, Chuo-ku, Kobe, Hyogo, 650-0047, Japan.
authors.forename: Hisashi
authors.initials: H
authors.lastname: Doi
mesh_terms: D000818:Animals; D002250:Carbon Radioisotopes / Q000737:chemistry*; D002384:Catalysis; D006801:Humans; D006847:Hydrocarbons, Iodinated / Q000737:chemistry*; D009942:Organometallic Compounds / Q000737:chemistry*; D010165:Palladium / Q000737:chemistry*; D011854:Radiochemistry / Q000379:methods*
chemical_list: D002250:Carbon Radioisotopes; D006847:Hydrocarbons, Iodinated; D009942:Organometallic Compounds; D010165:Palladium; C014055:methyl iodide
keywords: 11C-labeling; C-C bond formation; Pd; [11C]methyl iodide; cross-coupling