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Oxidative Amidation of Amines in Tandem with Transamidation: A Route to Amides Using Visible-Light Energy.
- Source :
-
The Journal of organic chemistry [J Org Chem] 2020 Jul 17; Vol. 85 (14), pp. 9219-9229. Date of Electronic Publication: 2020 Jun 26. - Publication Year :
- 2020
-
Abstract
- 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.
Details
- Language :
- English
- ISSN :
- 1520-6904
- Volume :
- 85
- Issue :
- 14
- Database :
- MEDLINE
- Journal :
- The Journal of organic chemistry
- Publication Type :
- Academic Journal
- Accession number :
- 32539393
- Full Text :
- https://doi.org/10.1021/acs.joc.0c01222