Nuclear fluorination of 2,4-diarylthiazoles with Accufluor®

Timmeda F. Campbell, Chad E. Stephens

Research output: Contribution to journalArticle

13 Scopus citations

Abstract

A series of 2,4-diphenylthiazole derivatives were synthesized and directly fluorinated at the 5-position by reaction with the N-F fluorinating reagent Accufluor®. Although fluorination occurred selectively at the thiazole ring, it was always incomplete and thus yields for the novel fluorinated products were low to moderate (19-43%) following purification to remove starting material. Nonetheless, the target compounds were obtained in a convenient and straightforward manner. Selectfluor® was not as effective as Accufluor® as it gave a trace amount of the 5-chlorothiazole that was difficult to remove by chromatography.

Original languageEnglish (US)
Pages (from-to)1591-1594
Number of pages4
JournalJournal of Fluorine Chemistry
Volume127
Issue number12
DOIs
StatePublished - Dec 1 2006
Externally publishedYes

Keywords

  • Accufluor
  • Fluorination
  • Selectfluor
  • Substituent effects
  • Thiazole

ASJC Scopus subject areas

  • Biochemistry
  • Environmental Chemistry
  • Physical and Theoretical Chemistry
  • Organic Chemistry
  • Inorganic Chemistry

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