Synthesis of [18F]Fluoroarenes via Nucleophilic Radiofluorination of N-Arylsydnones

A practical method for radiofluorination of anilines with [ 18 F]fluoride via N -arylsydnone intermediates is described. These precursors are stable, easy to handle and facilitate direct and regioselective 18 F-labeling to prepare [ 18 F]fluoroarenes. The value of this methodology is further highlig...

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Published in:Angewandte Chemie International Edition 2017-09, Vol.56 (42), p.13006-13010
Main Authors: Kumar Narayanam, Maruthi, Ma, Gaoyuan, Champagne, Pier Alexandre, Houk, K. N., Murphy, Jennifer M.
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container_issue 42
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container_title Angewandte Chemie International Edition
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creator Kumar Narayanam, Maruthi
Ma, Gaoyuan
Champagne, Pier Alexandre
Houk, K. N.
Murphy, Jennifer M.
description A practical method for radiofluorination of anilines with [ 18 F]fluoride via N -arylsydnone intermediates is described. These precursors are stable, easy to handle and facilitate direct and regioselective 18 F-labeling to prepare [ 18 F]fluoroarenes. The value of this methodology is further highlighted by successful application to prepare an 18 F-labeled neuropeptide. A practical radiofluorination of anilines with [ 18 F]fluoride is achieved via N -arylsydnone intermediates. This method displays broad functional group tolerance, is compatible to automation on a commercial radiosynthesis module and can facilitate rapid 18 F-labeling of peptides.
doi_str_mv 10.1002/anie.201707274
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title Synthesis of [18F]Fluoroarenes via Nucleophilic Radiofluorination of N-Arylsydnones
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