A CO₂-Catalyzed Transamidation Reaction

Yang Yang, Jian Liu, Fadhil S. Kamounah, Gianluca Ciancaleoni* and Ji-Woong Lee*

*Università di Pisa, Via G. Moruzzi 13, I-56124 Pisa, Italy; University of Copenhagen, Universitetsparken 5, Copenhagen Ø 2100, Denmark, Email: gianluca.ciancaleoniunipi.it, jiwoong.leechem.ku.dk

Y. Yang, J. Liu, F. S. Kamounah, G. Ciancaleoni, J. W. Lee, J. Org. Chem., 2021, 86, 16867-16881.

DOI: 10.1021/acs.joc.1c02077

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Abstract

CO₂ promotes transamidation reactions as a traceless catalyst. In the presence of catalytic amounts of CO₂, transamidation reactions were accelerated with primary, secondary, and tertiary amide donors. Various amine nucleophiles including amino acid derivatives were tolerated. In particular, N,O-dimethylhydroxyl amides (Weinreb amides) displayed a distinct reactivity.

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Key Words

transamidation

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ID: J42-Y2021