One-Step Synthesis of β-Lactams with Retro-Amide Side Chain

Abstract

A one-pot synthesis for the preparation of 1,4-disubstituted 2-oxoazetidine-3-carboxylic acid amides was developed. 5-[(N-substituted-amino)(hydroxy)methylene] Meldrum’s acids act as a source of ketenes that react with aldimines in boiling toluene to give β-lactams with a retro-amide side chain.

Key words

lactams - cycloaddition - amides - ketenes - Meldrum’s acid

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