Issue 28, 2021

Metal-free transamidation of benzoylpyrrolidin-2-one and amines under aqueous conditions

Abstract

N-Acyl lactam amides, such as benzoylpyrrolidin-2-one, benzoylpiperidin-2-one, and benzoylazepan-2-one reacted with amines in the presence of DTBP and TBAI to afford the transamidated products in good yields. The reactions were conducted under aqueous conditions and good functional group tolerance was achieved. Both aliphatic and aromatic primary amines displayed good activity under metal-free conditions. A radical reaction pathway is proposed.

Graphical abstract: Metal-free transamidation of benzoylpyrrolidin-2-one and amines under aqueous conditions

Supplementary files

Article information

Article type
Communication
Submitted
19 May 2021
Accepted
29 Jun 2021
First published
02 Jul 2021

Org. Biomol. Chem., 2021,19, 6227-6232

Metal-free transamidation of benzoylpyrrolidin-2-one and amines under aqueous conditions

D. Joseph, M. S. Park and S. Lee, Org. Biomol. Chem., 2021, 19, 6227 DOI: 10.1039/D1OB00967B

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