Convenient Synthesis of Diaryliodonium Salts for the Production of [ 18 F]F‐DOPA | Zendy

Edwards Richard | Zendy; Westwell Andrew D. | Zendy; Daniels Stephen | Zendy; Wirth Thomas | Zendy

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Convenient Synthesis of Diaryliodonium Salts for the Production of [ 18 F]F‐DOPA

Author(s) -

Edwards Richard,

Westwell Andrew D.,

Daniels Stephen,

Wirth Thomas

Publication year - 2015

Publication title -

european journal of organic chemistry

Language(s) - English

Resource type - Journals

SCImago Journal Rank - 0.825

H-Index - 155

eISSN - 1099-0690

pISSN - 1434-193X

DOI - 10.1002/ejoc.201403378

Subject(s) - chemistry , anhydrous , halide , counterion , nucleophile , salt (chemistry) , fluoride , nucleophilic substitution , medicinal chemistry , organic chemistry , combinatorial chemistry , inorganic chemistry , ion , catalysis

[ 18 F]F‐DOPA is an important radiotracer that is used in the diagnosis of Parkinson's disease and neuroendocrine tumours. We describe a simple synthesis for a number of diaryliodonium salt precursors that are suitable for the production of [ 18 F]F‐DOPA through reaction with no carrier added (n.c.a.) nucleophilic [ 18 F]fluoride. The simple procedure gives bench‐stable, complex iodonium precursors in good yields without the need for laborious anhydrous conditions. Further alteration to the precursor counterion can be readily achieved for a range of halides and pseudo halides by a simple modification of the workup. Preliminary “hot” and “cold” fluorination results show the suitability of the compounds for the production of [ 18 F]F‐DOPA.

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