ISSN print edition: 0366-6352 ISSN electronic edition: 1336-9075 Registr. No.: MK SR 9/7 Published monthly

Ultrasound-assisted synthesis and in vitro antimicrobial activity of novel 5-oxo-2-pyrrolidinecarboxamides and 7-oxo-2-azepanecarboxamides

Ahmed Majeed Jassem and Beining Chen

Department of Chemistry, College of Education for Pure Sciences, Basrah University, Basrah, Iraq

E-mail: ahmedmajeedhsskia@gmail.com

Received: 3 September 2020  Accepted: 13 March 2021

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.

Keywords: Ultrasound synthesis; Antimicrobial activity; Ugi reaction (U-4C-3CR); 5-Oxo-2-pyrrolidinecarboxamides and 7-oxo-2-azepanecarboxamides

Full paper is available at www.springerlink.com.

DOI: 10.1007/s11696-021-01603-0

Chemical Papers 75 (7) 3575–3586 (2021)