Atom economic synthesis of amides via transition metal catalyzed rearrangement of oxaziridines
- 6 June 2007
- journal article
- research article
- Published by Royal Society of Chemistry (RSC) in Green Chemistry
- Vol. 9 (9) , 976-979
Abstract
A mild synthetic route to amides involves imine oxidation to an oxaziridine followed by a transition-metal catalyzed rearrangement to the amide. This route shows potential for a greener pathway to amides. DFT studies showed a possible rearrangement pathway in the case of the Rh catalyst.Keywords
This publication has 26 references indexed in Scilit:
- New copper(I)-catalyzed reactions of oxaziridines: stereochemical control of product distributionJournal of the American Chemical Society, 1992
- Transition metal and enzyme catalyzed reactions involving reactions with ammonia and aminesChemical Reviews, 1992
- Duality of the permanganate ion in the oxidation of imines. Oxidation of imines to amidesJournal of the Chemical Society, Perkin Transactions 1, 1991
- Metalloporphyrin-promoted rearrangement of 2-alkyloxaziridines.Chemical and Pharmaceutical Bulletin, 1990
- Synthesis of 2-Alkyl-3-aryloxaziridinesSynthesis, 1987
- Stereochemical and mechanistic aspects of the base-catalysed decomposition of N-alkyloxaziridines to form NH ketiminesJournal of the Chemical Society, Perkin Transactions 1, 1986
- Fragmentation reaction of ylide. 7. Reaction of oxaziridines with nucleophilic reagentsJournal of the American Chemical Society, 1979
- Oxidative deamination of amines to ketones via oxaziridinesJournal of the American Chemical Society, 1975
- Über IsonitroneEuropean Journal of Inorganic Chemistry, 1958
- The Preparation and Properties of OxaziranesJournal of the American Chemical Society, 1957