Ag-Assisted Fluorination of Unprotected 4,6-Disubstituted 2-Aminopyrimidines with Selectfluor

  • Chenxi Wang
  • , Juewang Cai
  • , Min Zhang
  • , Xiaoming Zhao*
  • *Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

27 Scopus citations

Abstract

A direct fluorination of 4,6-disubstituted 2-aminopyrimidines with Selectfluor in the presence of Ag(I) is presented, affording the corresponding 4,6-disubstituted 5-fluoro-2-aminopyrimidines with acceptable to high yield. Ag(I) is crucial for this chemoselective fluorination process. The transformation of 4,6-diphenyl 5-fluoro-2-aminopyrimidine into N-(5-fluoro-4,6-diphenylpyrimidin-2-yl)-4-methylbenzenesulfonamide is discussed, and the reaction mechanism is investigated, as well.

Original languageEnglish
Pages (from-to)1260-1265
Number of pages6
JournalJournal of Organic Chemistry
Volume82
Issue number2
DOIs
StatePublished - 20 Jan 2017
Externally publishedYes

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