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Oxidative Amidation of Amines in Tandem with Transamidation: A Route to Amides Using Visible-Light Energy.

Jyoti NandiMatthew Z VaughanArturo León SandovalJoshua M PaolilloNicholas E Leadbeater
Published in: The Journal of organic chemistry (2020)
A methodology is reported for preparing amides using amines as an acyl source. The protocol involves the visible-light-promoted oxidative amidation of amines with pyrazole to synthesize N-acyl pyrazoles followed by transamidation. By combining photoredox catalysis with oxoammonium cations in the presence of sodium persulfate as a terminal oxidant, the N-acyl pyrazoles could be prepared efficiently and effectively using blue LEDs. The transamidation step was performed without the need to purify the N-acyl pyrazole intermediate, and a range of amides were generated in good to excellent yields.
Keyphrases
  • visible light
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  • light emitting
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