Synthesis of nucleoside analogues in a ball mill: fast, chemoselective and high yielding acylation without undesirable solvents

Francesco Ravalico, Stuart James, Joseph Vyle

Research output: Contribution to journalArticle

30 Citations (Scopus)

Abstract

The chemoselective acylation of primary aliphatic amines has been achieved in under ten minutes (and for aromatic amines under 120 min) using vibration ball-milling, avoiding undesirable solvents which are typically employed for such reactions (e.g. DMF). Under optimised conditions, the synthesis of amides in the presence of both primary and secondary alcohol functions was achieved in high to excellent yields (65-94%). Overall, the methods described have significant practical advantages over conventional approaches based upon bulk solvents including greater yields, higher chemoselectivity and easier product separation.
Original languageEnglish
Pages (from-to)1778-1783
Number of pages6
JournalGreen Chemistry
Volume13
Issue number7
Early online date18 Apr 2011
DOIs
Publication statusPublished - Jul 2011

ASJC Scopus subject areas

  • Environmental Chemistry
  • Pollution

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