Metal-Free Transamidation of Secondary Amides by N-C Cleavage
Md. Mahbubur Rahman, Guangchen Li and Michal Szostak*
*Department of Chemistry, Rutgers University, 73 Warren Street, Newark, New Jersey 07102, United States, Email: michal.szostakrutgers.edu
Md. M. Rahman, G. Li, M. Szostak, J. Org. Chem., 2019, 84, 12091-12100.
DOI: 10.1021/acs.joc.9b02013 (free Supporting Information)
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A facile, highly chemoselective transamidation of N-Boc activated secondary amides proceeds under exceedingly mild conditions in the absence of any additives. Because this reaction is performed in the absence of metals, oxidants, or reductants, the reaction tolerates a large number of useful functionalities.
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Y. Liu, S. Shi, M. Achtenhagen, R. Liu, M. Szostak, Org. Lett., 2017, 19, 1614-1617.