TY - JOUR
T1 - Mechanistic studies into metal-catalyzed aldoxime to amide rearrangements
AU - Allen, Clare L
AU - Lawrence, Ruth
AU - Emmett, Liam
AU - Williams, Jonathan M J
PY - 2011/12
Y1 - 2011/12
N2 - 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.
AB - 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.
UR - http://www.scopus.com/inward/record.url?scp=84255205689&partnerID=8YFLogxK
UR - http://dx.doi.org/10.1002/adsc.201100650
U2 - 10.1002/adsc.201100650
DO - 10.1002/adsc.201100650
M3 - Article
VL - 353
SP - 3262
EP - 3268
JO - Advanced Synthesis & Catalysis
JF - Advanced Synthesis & Catalysis
SN - 1615-4150
IS - 18
ER -