N-heterocyclic carbene (NHC)-catalyzed direct amidation of aldehydes with nitroso compounds.
NHC-catalyzed direct amidation of aldehydes with nitroso compounds is a powerful method for the synthesis of N-arylhydroxamic acids. A variety of aryl, alkyl, alkenyl, and heterocyclic aldehydes were found to give excellent yields of the corresponding N-arylhydroxamic acids. This chemistry was also extended to the synthesis of chiral N-arylhydroxamic acids by kinetic resolution of alpha-branched aldehydes, a domino amidation-redox amination reaction of acrolein, and a three-component reaction for the synthesis of N-arylaziridines.
Wong
Fong Tian
FT
Institute of Bioengineering and Nanotechnology, The Nanos, Singapore, Singapore.
Patra
Pranab K
PK
Seayad
Jayasree
J
Zhang
Yugen
Y
Ying
Jackie Y
JY
D000171:Acrolein / Q000737:chemistry; D000447:Aldehydes / Q000737:chemistry*; D001388:Aziridines / Q000138:chemical synthesis* / Q000737:chemistry; D002384:Catalysis; D020650:Combinatorial Chemistry Techniques; D006877:Hydroxamic Acids / Q000138:chemical synthesis* / Q000737:chemistry; D008697:Methane / Q000031:analogs & derivatives* / Q000737:chemistry; D015394:Molecular Structure; D009603:Nitroso Compounds / Q000737:chemistry*
D000447:Aldehydes; D001388:Aziridines; D006877:Hydroxamic Acids; D009603:Nitroso Compounds; C030011:carbene; D000171:Acrolein; D008697:Methane