Monofluoroalkylation and alkylation of alcohols using non-volatile reagents

Osvaldo S. Ascenso, William Heggie, M. Rita Ventura, Christopher D. Maycock

Research output: Contribution to journalArticle

6 Citations (Scopus)

Abstract

Non-volatile S-Alkyl-S-phenyl-2,3,4,5-tetramethylphenylsulfonium triflate or tetrafluoroborate salts have been used to alkylate alcohols in the presence of sodium hydride. This is a simple and efficient method for the synthesis of ethers from complex alcohols and an alternative to the usual O-alkylation methods. This method was especially important for the preparation of monofluoromethyl ethers of a wide range of alcohols. Some alkylated derivatives of the precursors of some bioactive compounds were also prepared using these reagents.

Original languageEnglish
Pages (from-to)1165-1169
Number of pages5
JournalTetrahedron
Volume73
Issue number8
DOIs
Publication statusPublished - 1 Jan 2017

Keywords

  • Alcohols
  • Ether formation
  • Fluoroalkylations
  • O-alkylation
  • Sulfonium salts

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