A Simple and Convenient Method for the Synthesis of N,N-Diaryl Tertiary Amines

Francis S. Wekesa, Neha Phadke, Claire Jahier, David B. Cordes, Michael Findlater*

*Corresponding author for this work

Research output: Contribution to journalArticlepeer-review

6 Citations (Scopus)

Abstract

Direct preparation of tertiary amines in which two substituents are aromatic is described. In the presence of either the inorganic base sodium tert-butoxide or the sterically hindered organic base diisopropylethylamine, the alkylation of secondary diarylamines is achieved smoothly. In contrast to methods previously reported in the literature, this procedure is high-yielding and does not require the use of transition-metal catalysts or functional-group-intolerant hydride reductants.

Original languageEnglish
Pages (from-to)1046-1051
Number of pages6
JournalSynthesis
Volume46
Issue number8
DOIs
Publication statusPublished - Apr 2014

Keywords

  • tertiary amines
  • DIPEA
  • alkylation
  • benzyl halides
  • ARYL CHLORIDES
  • ALKYL-HALIDES
  • SECONDARY-AMINES
  • N-ALKYLATION
  • REDUCTION
  • AMINATION
  • AMIDES
  • CATALYSTS
  • EFFICIENT
  • COMPLEX

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