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Synthesis 2019; 51(19): 3709-3714
DOI: 10.1055/s-0039-1690005
DOI: 10.1055/s-0039-1690005
paper
Cu(OTf)2-Catalyzed Beckmann Rearrangement of Ketones Using Hydroxylamine-O-sulfonic Acid (HOSA)
Authors
J.L.J. thanks DST-SERB (YSS/2015/000838), UGC, New Delhi for UGC-BSR Grant (No.F.30-382/2017) and BBAU, Lucknow for infrastructure. J. R. F. received financial support from the Robert A. Welch Foundation (I-0011) and USPHS NIH (HL139793).
Weitere Informationen
Publikationsverlauf
Received: 04. Juni 2019
Accepted after revision: 27. Juni 2019
Publikationsdatum:
16. Juli 2019 (online)
Abstract
The Beckmann rearrangement (BKR) of ketones to secondary amides often requires harsh reaction conditions that limit its practicality and scope. Herein, the Cu(OTf)2-catalyzed BKR of ketones under mild reaction conditions using hydroxylamine-O-sulfonic acid (HOSA), a commercial water soluble aminating agent, is described. This method is compatible with most functional groups and directly provides the desired amides in good to excellent yields.
Key words
hydroxylamine-O-sulfonic acid (HOSA) - ketone - Beckmann rearrangement - Cu(OTf)2 - secondary amideSupporting Information
- Supporting information for this article is available online at https://doi.org/10.1055/s-0039-1690005.
- Supporting Information (PDF)
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