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

Saumya Verma, Puneet Kumar, Anil K. Khatana, Dinesh Chandra, Ajay K. Yadav, Bhoopendra Tiwari, Jawahar L. Jat*

*Department of Chemistry, Babasaheb Bhimrao Ambedkar University (A Central University), Lucknow, India, Email: jawaharljbbau.ac.in

S. Verma, P. Kumar, A. K. Khatana, D. Chandra, A. K. Yadav, B. Tiwari, J. L. Jat, Synthesis, 2020, 52, 1841-1846.

DOI: 10.1055/s-0040-1707809 (free Supporting Information)



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Abstract

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

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Cu(OTf)2-Catalyzed Beckmann Rearrangement of Ketones Using Hydroxylamine-O-sulfonic Acid (HOSA)

S. Munnuri, S. Verma, D. Chandra, R. R. Anugu, J. R. Falck, J. L. Jat, Synthesis, 2019, 51, 3709-3714.


Key Words

zinc(II) chloride, green chemistry, hydroxylamine-O-sulfonic acid (HOSA), ketones, Beckmann rearrangement, acetamides, amides


ID: J66-Y2020