TY  - JOUR
AU  - Krapf, Philipp
AU  - Richarz, Raphael
AU  - Urusova, Elizaveta A.
AU  - Neumaier, Bernd
AU  - Zlatopolskiy, Boris D.
TI  - Seyferth-Gilbert Homologation as a Route to 18 F-Labeled Building Blocks: Preparation of Radiofluor­inated Phenylacetylenes and Their Application in PET Chemistry
JO  - European journal of organic chemistry
VL  - 2016
IS  - 3
SN  - 1434-193X
CY  - Weinheim
PB  - Wiley-VCH Verl.
M1  - FZJ-2016-07768
SP  - 430 - 433
PY  - 2016
AB  - A convenient method for the preparation of hitherto unknown ([F-18]fluorophenyl)acetylenes ([F-18]FPAs) using the Seyferth-Gilbert homologation is reported. The novel building blocks were efficiently prepared from easily accessible [F-18]fluorobenzaldehydes by using the Bestmann-Ohira reagent. High radiochemical yields and excellent radiochemical purities were achieved within only 20 min of reaction time; 2- and 4-[F-18]FPAs were applied to prepare radiofluorinated heterocycles by using different cycloaddition and cross-coupling reactions. Additionally, these building blocks were used to prepare three novel PET tracers. Thus, an artificial radiofluorinated protected amino acid [F-18]10, a COX-2-specific ligand [F-18]14, and a PSMA-selective inhibitor [F-18]16 were obtained in high radiochemical yields.
LB  - PUB:(DE-HGF)16
UR  - <Go to ISI:>//WOS:000368815700003
DO  - DOI:10.1002/ejoc.201501377
UR  - https://juser.fz-juelich.de/record/825304
ER  -