A mild and efficient synthesis of <i>N-</i>aryl glycines by the rearrangement of 2-chloro-<i>N-</i>aryl acetamides
A mild and efficient one-pot procedure was developed for the synthesis of substituted <i>N-</i>aryl glycines from 2-chloro-<i>N-</i>aryl acetamides by intermolecular cyclization in the presence of CuCl<sub>2</sub>·2H<sub>2</sub>O and KOH under reflux condition in acetonitrile medium. The reaction mechanism substantiates the formation of the intermediate 1,4-diarylpiperazine-2,5-dione, which on cleaving with ethanolic KOH afforded the desired products in high yields and in short durations. Both electron-donating and electron-withdrawing substituents on the aromatic rings were well tolerated.
Authors
- Khajamohiddin Syed (ORCID: https://orcid.org/0000-0002-1497-3570)
- Vipin A. Nair (ORCID: https://orcid.org/0000-0001-7018-6451)
- Vamshikrishna Y. Radhakrishna
Institutions
- University of Zululand (ZA)
- Amrita Vishwa Vidyapeetham (IN)
- REVA University (IN)
Publication Details
- Journal
- RSC Advances
- Published
- 2025-01-01
- DOI
- https://doi.org/10.1039/d5ra02497h
- Primary Topic
- Chemical Synthesis and Analysis
- Type
- article
- Field-Weighted Citation Impact
- 0.00
Funders
- National Research Foundation
- University of Zululand
- Human Resource Development Group
- Division of Human Resource Development