Abstract
1-(4-Chlorophenyl)-2-methyl-2-phenyl-5-(thiophen-2-yl)-1,2-dihydro-3H-pyrrol-3-one, was synthesized for the first time in 75% yield by the base-catalyzed intramolecular cyclization of 4-((4-chlorophenyl)amino)-4-phenyl-1-(thiophen-2-yl)pent-2-yn-1-one. The starting aminoacetylenic ketone was prepared by cross-coupling of available propargylamines with acyl chlorides in the presence of the PdCl2/CuI/Ph3P catalytic system.
Funder
the Ministry of Science and Higher Education of the Russian Federation
Subject
Organic Chemistry,Physical and Theoretical Chemistry,Biochemistry
Reference18 articles.
1. Jiang, M., Chen, S., Li, J., and Liu, L. (2020). The Biological and Chemical Diversity of Tetramic Acid Compounds from Marine-Derived Microorganisms. Mar. Drugs, 18.
2. Recent development in the synthesis of pyrrolin-4-ones/pyrrolin-3-ones;Sharma;J. Heterocycl. Chem.,2020
3. Total Synthesis of (+)-Isatisine A;Karadeolian;J. Org. Chem.,2010
4. Discovery and Structure–Activity Relationships of Pyrrolone Antimalarials;Murugesan;J. Med. Chem.,2013
5. Structure–Activity Relationship Studies of Pyrrolone Antimalarial Agents;Murugesan;ChemMedChem,2013