57303-35-2Relevant academic research and scientific papers
Chemoselective Alpha-Deuteration of Amides via Retro-ene Reaction
Di Mauro, Giovanni,Kaiser, Daniel,Maulide, Nuno,Porte, Vincent,Schupp, Manuel
, p. 15509 - 15512 (2020)
A synthetically convenient approach for the direct α-deuteration of amides is reported. This mechanistically unusual process relies on a retro-ene-type process, triggered by the addition of deuterated dimethyl sulfoxide to a keteniminium intermediate, generated through electrophilic amide activation. The transformation displays broad functional-group tolerance and high deuterium incorporation.
