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Abstract

Synthesis of Acridin-2-yl(Phenyl)Methanone via Palladium Catalyzed Carboannulation of Internal Acetylene and Its Antibacterial and Anti-biofilms Activity

Author(s): A. LABENA1, N. E. A. ABD EL-SATTAR2, A. HAMMED2, S. RAMDAN2, A. M. ZIDAN2, A. MOHAMMED3, O. A. ALGHAMDI3 and A. M. ELAZZAZY3,4
1Egyptian Petroleum Research Institute (EPRI), Processes development department, Biotechnology laboratory, Nasr City, Cairo, Egypt. 2Organometallic Synthesis Lab., Department of Chemistry, Faculty of Science, Ain Shams University, Abbassia, Cairo, Egypt. 3Department of Biology, college of Science, University of Jeddah, Jeddah, Saudi Arabia. 4Department of Chemistry of Natural and Microbial Products, Division of Pharmaceutical and Drug Industries, National Research Centre, Giza, Egypt

Correspondence Address:
Organometallic Synthesis Lab., Department of Chemistry, Faculty of Science, Ain Shams University, Abbassia, Cairo, Egypt, E-mail: [email protected]

Many substituted acridin-2-yl(phenyl) methanones have been successfully prepared in good yields by reacting functionally substituted aryl halides with many internal acetylenes in presence of a palladium catalyst Pd(dba)2. The end product of this reaction has also been synthesized via reaction of cis- and trans3-(2-chloro-6-methoxyquinolin-3-yl)-1-(3,4,5-trimethoxyphenyl)prop-2-en-1-one palladium complexes towards acetylene in an aqueous medium. This reaction was believed to proceed via region-selective arylpalladation of the acetylene and subsequent nucleophilic displacement of the palladium, which further produced vinylpalladium intermediates. The intermediates and the final products have been tested for broad-spectrum antibacterial and antibiofilm activities.

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