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N-Heterocyclic Carbene (NHC)-Catalyzed Direct Amidation of Aldehydes with Nitroso Compounds

Fong Tian Wong, Pranab K. Patra, Jayasree Seayad, Yugen Zhang* and Jackie Y. Ying

*Institute of Bioengineering and Nanotechnology, 31 Biopolis Way, The Nanos, Singapore 138669, Singapore, Email:

F. T. Wong, P. K. Patra, J. Seayad, Y. Zhang, J. Y. Ying, Org. Lett., 2008, 10, 2333-2336.

DOI: 10.1021/ol8004276

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NHC-catalyzed direct amidation of a variety of aryl, alkyl, alkenyl, and heterocyclic aldehydes with nitroso compounds is a powerful method for the synthesis of N-arylhydroxamic acids in excellent yields. This chemistry was also extended to a three-component reaction for the synthesis of N-arylaziridines.

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Key Words

Hydroxamic Acids, Nitroso Compounds, Organocatalysis

ID: J54-Y2008-1510