Boosting the catalytic performance of manganese (III)‐porphyrin complex MnTSPP for facile one‐pot green synthesis of 1,4‐dihydropyridine derivatives under mild conditions

• Published in: Applied organometallic chemistry Vol. 35; no. 7
• Main Authors: Ali El‐Remaily, Mahmoud Abd El Aleem Ali, Hamad, Hesham A., Soliman, Ahmed M. M., Elhady, Omar M.
• Format: Journal Article
• Language: English
• Published: Chichester Wiley Subscription Services, Inc 01-07-2021
• Subjects: 1,4‐dihydropyridines; Aldehydes; Ammonium acetate; benign protocol; Catalysts; Catalytic activity; Chemical synthesis; Chemistry; Coordination compounds; Manganese; manganese (III)‐porphyrin complex; mild condensations; recoverable catalyst; Porphyrins; Reaction time; three‐component reaction
• ISSN: 0268-2605; 1099-0739
• DOI: 10.1002/aoc.6238

In this study, the metal complex (5,10,15,20‐tetrakis‐(4‐sulfonatophenyl)‐porphyrin manganese (III) chloride; denoted as MnTSPP) represents a promising efficient and reusable heterogeneous solid catalyst for facile and highly efficient one‐pot synthesis of 1,4 dihydropyridine derivatives via three‐component condensation reaction of aromatic aldehyde, ethyl acetoacetate, and ammonium acetate under green and mild reaction conditions. The simple operation, short reaction time (15 min), and the high efficiency (99%) are the special advantage of this protocol. Furthermore, the green aspects of this synthetic protocol were more studied by examination of the reusability of MnTSPP for four consecutive cycles without a significant loss of catalytic activity. Remarkably, the new synthesis presented advantages in terms of safety, commercially available catalyst, simplicity, stability, mild conditions, short reaction time, and excellent yields, using a mixture of H2O and C2H5OH environmental‐friendly solvent, operationally facile, wide tolerance of starting materials, and excellent recoverable of the catalyst.
The green aspects of this synthetic protocol were more studied by examination of the reusability of MnTSPP for four consecutive cycles without the significant loss of catalytic activity. The new synthesis presented remarkably advantages in terms of safety, simplicity, stability, mild conditions, short reaction time, and excellent yields.