Zinc(II)-Catalyzed Synthesis of Secondary Amides from Ketones via Beckmann Rearrangement Using Hydroxylamine-O-sulfonic Acid in Aqueous Media

Published as part of the Special Topic Recent Advances in Amide Bond Formation

Abstract

A zinc(II)-catalyzed single-step protocol for the Beckmann rearrangement using hydroxylamine-O-sulfonic acid (HOSA) as the nitrogen source in water was developed. This direct method efficiently produces secondary amides under open atmosphere in a pure form after basic aqueous workup. It is environmentally benign and operationally simple.

Key words

zinc(II) chloride - hydroxylamine-O-sulfonic acid (HOSA) - ketones - Beckmann rearrangement - amides

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