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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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Abstract

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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Metal-Free Transamidation of Secondary Amides via Selective N-C Cleavage under Mild Conditions

Y. Liu, S. Shi, M. Achtenhagen, R. Liu, M. Szostak, Org. Lett., 2017, 19, 1614-1617.


Key Words

Transamidations


ID: J42-Y2019