Mechanistic studies into metal-catalyzed aldoxime to amide rearrangements

Clare L Allen, Ruth Lawrence, Liam Emmett, Jonathan M J Williams

Research output: Contribution to journal › Article

39 Citations (Scopus)

Abstract

The metal-catalyzed rearrangement of aldoximes into primary amides is a completely atom economical synthetic method for the preparation of one of the most important functional groups in chemistry. There have been several reports of various metals successfully catalyzing this reaction, however, there are conflicting views as to the mechanism involved. Herein we report new experimental evidence to support the mechanism and whether this is universal to all catalysts reported or metal specific. We also describe our further studies into the mechanism of the nickel-catalyzed acylation of amines with aldoximes.
Original languageEnglish
Pages (from-to)3262-3268
Number of pages7
JournalAdvanced Synthesis & Catalysis
Volume353
Issue number18
DOIs
Publication statusPublished - Dec 2011

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Amides
Oximes
Metals
Acylation
Nickel
Functional groups
Amines
Atoms
Catalysts
acetaldehyde oxime

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Allen, C. L., Lawrence, R., Emmett, L., & Williams, J. M. J. (2011). Mechanistic studies into metal-catalyzed aldoxime to amide rearrangements. Advanced Synthesis & Catalysis, 353(18), 3262-3268. https://doi.org/10.1002/adsc.201100650

Mechanistic studies into metal-catalyzed aldoxime to amide rearrangements. / Allen, Clare L; Lawrence, Ruth; Emmett, Liam; Williams, Jonathan M J.

In: Advanced Synthesis & Catalysis, Vol. 353, No. 18, 12.2011, p. 3262-3268.

Research output: Contribution to journal › Article

Allen, CL, Lawrence, R, Emmett, L & Williams, JMJ 2011, 'Mechanistic studies into metal-catalyzed aldoxime to amide rearrangements', Advanced Synthesis & Catalysis, vol. 353, no. 18, pp. 3262-3268. https://doi.org/10.1002/adsc.201100650
Allen CL, Lawrence R, Emmett L, Williams JMJ. Mechanistic studies into metal-catalyzed aldoxime to amide rearrangements. Advanced Synthesis & Catalysis. 2011 Dec;353(18):3262-3268. https://doi.org/10.1002/adsc.201100650
Allen, Clare L ; Lawrence, Ruth ; Emmett, Liam ; Williams, Jonathan M J. / Mechanistic studies into metal-catalyzed aldoxime to amide rearrangements. In: Advanced Synthesis & Catalysis. 2011 ; Vol. 353, No. 18. pp. 3262-3268.
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