18F Labeling of Arenes

被引:204
作者
Tredwell, Matthew [1 ]
Gouverneur, Veronique [1 ]
机构
[1] Univ Oxford, Chem Res Lab, Oxford OX1 3TA, England
基金
英国工程与自然科学研究理事会;
关键词
aryl fluorides; fluorine-18; heterocycles; positron emission tomography; radiochemistry; POSITRON-EMISSION-TOMOGRAPHY; NUCLEOPHILIC AROMATIC-SUBSTITUTION; DIRECT ELECTROPHILIC RADIOFLUORINATION; HETEROAROMATIC IODONIUM SALTS; F-18-LABELED ARYL FLUORIDES; IN-VIVO EVALUATION; DIARYLIODONIUM-SALTS; F-18; FLUORIDE; AUTOMATED SYNTHESIS; ELECTROCHEMICAL RADIOFLUORINATION;
D O I
10.1002/anie.201204687
中图分类号
O6 [化学];
学科分类号
0703 ;
摘要
Molecular imaging has witnessed an upsurge in growth, with positron emission tomography leading the way. This trend has encouraged numerous synthetic chemists to enter the field of 18F-radiochemistry and provide generic solutions to address the well-recognized challenges of late-stage fluorination. This Minireview focuses on recent developments in the 18F-labeling of aromatic substrates.
引用
收藏
页码:11426 / 11437
页数:12
相关论文
共 142 条
[1]   Synthesis of fluorine-18-labelled 5-and 6-fluoro-2-pyridinamine [J].
Abrahim, A ;
Angelberger, P ;
Kletter, K ;
Müller, M ;
Joukhadar, C ;
Erker, T ;
Langer, O .
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2006, 49 (04) :345-356
[2]   A simplified protocol for the automated production of succinimidyl 4-[18F] fluorobenzoate on an IBA Synthera module [J].
Ackermann, Uwe ;
Yeoh, Shinn Dee ;
Sachinidis, John I. ;
Poniger, Stan S. ;
Scott, Andrew M. ;
Tochon-Danguy, Henri J. .
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2011, 54 (9-10) :671-673
[3]  
ADAM MJ, 1986, J NUCL MED, V27, P1462
[4]   Nucleophilic routes to selectively fluorinated aromatics [J].
Adams, DJ ;
Clark, JH .
CHEMICAL SOCIETY REVIEWS, 1999, 28 (04) :225-231
[5]  
[Anonymous], ANGEW CHEM
[6]   A NEW METHOD FOR THE NCA PRODUCTION OF [F-18] FLUOROMETHANE [J].
BANKS, WR ;
SATTER, MR ;
HWANG, DR .
APPLIED RADIATION AND ISOTOPES, 1994, 45 (01) :69-74
[7]   THE ACID DECOMPOSITION OF 1-ARYL-3,3-DIALKYLTRIAZENES - MECHANISTIC CHANGES AS A FUNCTION OF AROMATIC-SUBSTITUTION, NUCLEOPHILE STRENGTH, AND SOLVENT [J].
BARRIO, JR ;
SATYAMURTHY, N ;
KU, H ;
PHELPS, ME .
JOURNAL OF THE CHEMICAL SOCIETY-CHEMICAL COMMUNICATIONS, 1983, (08) :443-444
[8]   Direct One-Step18F-Labeling of Peptides via Nucleophilic Aromatic Substitution [J].
Becaud, Jessica ;
Mu, Linjing ;
Karramkam, Mylene ;
Schubiger, Pius A. ;
Ametamey, Simon M. ;
Graham, Keith ;
Stellfeld, Timo ;
Lehmann, Lutz ;
Borkowski, Sandra ;
Berndorff, Dietmar ;
Dinkelborg, Ludger ;
Srinivasan, Ananth ;
Smits, Rene ;
Koksch, Beate .
BIOCONJUGATE CHEMISTRY, 2009, 20 (12) :2254-2261
[9]   [I-123/F-18] N-(2-AMINOETHYL)-5-HALOGENO-2-PYRIDINECARBOX-AMIDES, SITE-SPECIFIC TRACERS FOR MAO-B MAPPING WITH SPET AND PET [J].
BEER, HF ;
FREY, LD ;
HABERLI, M ;
SCHUBIGER, PA .
NUCLEAR MEDICINE AND BIOLOGY, 1995, 22 (08) :999-1004
[10]   Batch-mode microfluidic radiosynthesis of N-succinimidyl-4-[18F]fluorobenzoate for protein labelling [J].
Bejot, Romain ;
Elizarov, Arkadij M. ;
Ball, Ed ;
Zhang, Jianzhong ;
Miraghaie, Reza ;
Kolb, Hartmuth C. ;
Gouverneur, Veronique .
JOURNAL OF LABELLED COMPOUNDS & RADIOPHARMACEUTICALS, 2011, 54 (03) :117-122