Mild Reaction Conditions for the Terminal Deuteration of Alkynes

Sean P. Bew, Glyn D. Hiatt-Gipson, Jenny A. Lovell, Christophe Poullain

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49 Citations (Scopus)

Abstract

Routinely employed syntheses of terminally deuterated alkynes often utilize strong bases (i.e., LDA, n-BuLi, or Grignard reagents) or low (i.e., -78 °C) or elevated (i.e., 56 °C) reaction temperatures; furthermore many of these procedures afford average yields and in some cases less than optimum deuterium incorporation. Herein we report the application of alternative extremely mild reaction conditions that readily afford quantitative yields of terminally deuterated alkynes in a matter of minutes with exceptional isotope incorporation at ambient temperature. © 2012 American Chemical Society.
Original languageEnglish
Pages (from-to)456-459
Number of pages4
JournalOrganic Letters
Volume14
Issue number2
Early online date11 Jan 2012
DOIs
Publication statusPublished - 2012

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