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Metal-free transamidation of benzoylpyrrolidin-2-one and amines under aqueous conditions†
Devaneyan Joseph,Myeong Seong Park,Sunwoo Lee
Organic & Biomolecular Chemistry Pub Date : 07/02/2021 00:00:00 , DOI:10.1039/D1OB00967B
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
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