Organocatalyzed Domino Synthesis of New Thiazole-Based Decahydroacridine-1,8-diones and Dihydropyrido[2,3-d : 6,5-d′]- dipyrimidines in Water as Antimicrobial Agents
Corresponding Author
Manisha R. Bhosle
Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad, 431004, Maharashtra India
Search for more papers by this authorSayali A. Kharote
Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad, 431004, Maharashtra India
Search for more papers by this authorGiribala M. Bondle
Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad, 431004, Maharashtra India
Search for more papers by this authorJaiprakash N. Sangshetti
Department of Pharmaceutical Chemistry, Y. B. Chavan College of Pharmacy, Rafiq Zakaria Campus, Aurangabad, 431001 India
Search for more papers by this authorSiddique A. Ansari
Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh, P.O. Box 2454, Riyadh, 11451 Saudi Arabia
Search for more papers by this authorHamad M. Alkahtani
Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh, P.O. Box 2454, Riyadh, 11451 Saudi Arabia
Search for more papers by this authorCorresponding Author
Manisha R. Bhosle
Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad, 431004, Maharashtra India
Search for more papers by this authorSayali A. Kharote
Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad, 431004, Maharashtra India
Search for more papers by this authorGiribala M. Bondle
Department of Chemistry, Dr. Babasaheb Ambedkar Marathwada University, Aurangabad, 431004, Maharashtra India
Search for more papers by this authorJaiprakash N. Sangshetti
Department of Pharmaceutical Chemistry, Y. B. Chavan College of Pharmacy, Rafiq Zakaria Campus, Aurangabad, 431001 India
Search for more papers by this authorSiddique A. Ansari
Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh, P.O. Box 2454, Riyadh, 11451 Saudi Arabia
Search for more papers by this authorHamad M. Alkahtani
Department of Pharmaceutical Chemistry, College of Pharmacy, King Saud University, Riyadh, P.O. Box 2454, Riyadh, 11451 Saudi Arabia
Search for more papers by this authorAbstract
Organopromoter, 2-aminoethanesulfonic acid was used to catalyze the synthesis of a series of structurally intriguing new hybrids thiazolyl acridine-1,8(2H,5H)-diones and dihydropyrido[2,3-d : 6,5-d′]dipyrimidine-2,4,6,8(1H,3H,5H,7H)-tetraones for the first time. 2-Aminoethanesulfonic acid is a biobased organopromoter, used to generate four new bonds for the synthesis of new coupled thiazole-based decahydroacridine-1,8-diones. Superior green credentials, operational simplicity, easy work-up and recyclability of the catalyst are the key strengths of this method. The broad substrate scope, mild reaction conditions, short reaction time, cost effectiveness, high atom economy and good to excellent yields make the present method a distinct improvement over existing methods. Spectral (IR, 1H-NMR,13C-NMR, Mass) data and elemental analyses confirmed the structures of the titled products. A series of thiazolyl acridine-1,8(2H,5H)-diones and dihydropyrido[2,3-d : 6,5-d′]dipyrimidine-2,4,6,8(1H,3H,5H,7H)-tetraones were screened for their antimicrobial activity against four bacterial and three fungal strains.
Graphical Abstract
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