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A CO2-Catalyzed Transamidation Reaction

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

*UniversitÓ di Pisa, Via G. Moruzzi 13, I-56124 Pisa, Italy; University of Copenhagen, Universitetsparken 5, Copenhagen ě 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


ID: J42-Y2021