Abstract
A facile one-pot reaction has been set up for the synthesis of novel 5-oxo-2-pyrrolidinecarboxamides and 7-oxo-2-azepanecarboxamides 4a-j from three-component reaction of keto carboxylic acids 1a-d, various primary amines 2a-b and isocyanides 3a-b under ultrasound irradiation. The present protocol offers attractive characteristics such as easy handling methodology, good-to-excellent yields, environmental friendliness, clean reaction, higher atom economy, convenient operation, and shorter reaction time. The newly synthesized 5-oxo-2-pyrrolidinecarboxamides and 7-oxo-2-azepanecarboxamides 4a-j have been screened for their antimicrobial activity and the majority of these cyclic amides exhibited weak antimicrobial activity.
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Acknowledgements
Authors gratefully acknowledge financial support from Ministry of Higher Education and Scientific Research (Iraq). The authors would express sincere thanks to University of Sheffield, Uk for performing 1H, 13C NMR, HRMS and FTIR spectra. Authors are also grateful to staff (Cell and Molecular Biology Lab, Department of Zoology and Cytology, Government College University, Pakistan) for performing the antimicrobial activity.
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Jassem, A.M., Chen, B. Ultrasound-assisted synthesis and in vitro antimicrobial activity of novel 5-oxo-2-pyrrolidinecarboxamides and 7-oxo-2-azepanecarboxamides. Chem. Pap. 75, 3575–3586 (2021). https://doi.org/10.1007/s11696-021-01603-0
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DOI: https://doi.org/10.1007/s11696-021-01603-0