Literature DB >> 20617820

Improved arene fluorination methodology for I(III) salts.

Bijia Wang1, Linlin Qin, Kiel D Neumann, ShriHarsha Uppaluri, Ronald L Cerny, Stephen G DiMagno.   

Abstract

The use of low polarity aromatic solvents (benzene or toluene) and/or the removal of inorganic salts results in dramatically improved yields of fluorinated arenes from diaryliodonium salts. This methodology is shown to "scale down" to the conditions used typically for radiotracer synthesis.

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Year:  2010        PMID: 20617820      PMCID: PMC2925243          DOI: 10.1021/ol101154h

Source DB:  PubMed          Journal:  Org Lett        ISSN: 1523-7052            Impact factor:   6.005


  12 in total

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8.  Fluorination of boronic acids mediated by silver(I) triflate.

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  14 in total

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4.  Efficient automated syntheses of high specific activity 6-[18F]fluorodopamine using a diaryliodonium salt precursor.

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5.  Unprecedented directing group ability of cyclophanes in arene fluorinations with diaryliodonium salts.

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8.  Arylation with unsymmetrical diaryliodonium salts: a chemoselectivity study.

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10.  Mechanistic Studies and Radiofluorination of Structurally Diverse Pharmaceuticals with Spirocyclic Iodonium(III) Ylides.

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