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Synthesis 2020; 52(21): 3272-3276
DOI: 10.1055/s-0040-1707809
DOI: 10.1055/s-0040-1707809
special topic
Zinc(II)-Catalyzed Synthesis of Secondary Amides from Ketones via Beckmann Rearrangement Using Hydroxylamine-O-sulfonic Acid in Aqueous Media
J.L.J. would like to thank the Science and Engineering Research Board of the Department of Science and Technology (DST-SERB; YSS/2015/000838) and the University Grants Commission (UGC, New Delhi; UGC-BSR Grant No. F.30-382/2017). S.V. expresses her gratitude to the Council of Scientific and Industrial Research (CSIR), New Delhi, India for a research fellowship.Further Information
Publication History
Received: 26 April 2020
Accepted after revision: 29 April 2020
Publication Date:
25 May 2020 (online)
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 - amidesSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0040-1707809.
- Supporting Information
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