| Synthesis of Novel Substituted Thiazolylidinone-Rhodanine Hybrids |
| کد مقاله : 1126-ICOC |
| نویسندگان |
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فاروق نصیری *1، پریسا نظری2 1عضو هیات علمی دانشگاه محقق اردبیلی 2Department of Applied Chemistry, University of Mohaghegh Ardabil |
| چکیده مقاله |
| Rhodanines, are important in medicinal chemistry due to their structural diversity and broad biological relevance [1]. Building upon our previous work on the synthesis of 4 phenyl 3 thiosemicarbazone derivatives [2] and their transformation into thiazolidinone intermediates, we now report an eco friendly and highly efficient strategy for the preparation of novel thiazolylidene–rhodanine hybrids. In this study, 3 phenylthiazolidin 5 ylidene acetates were reacted with primary aliphatic amines and carbon disulfide under simple, catalyst free reflux conditions, affording compounds 4a–4d in good to excellent yields (53–83%). The methodology highlights operational simplicity, sustainability, and notable chemoselectivity, as aliphatic amines underwent smooth transformation whereas arylamines failed to react. The reaction was completed within 25–85 minutes, and products were readily isolated and purified, underscoring the practicality of the protocol. Structural confirmation was achieved through IR, ¹H NMR, ¹³C NMR, and HRMS analyses, which provided unambiguous support for the proposed frameworks. This green multicomponent approach not only extends our earlier synthetic efforts but also expands the chemical space of rhodanine based scaffolds, emphasizing their potential in medicinal chemistry and future drug discovery. |
| کلیدواژه ها |
| Thiazolidinone derivatives, Rhodanine hybrids, Multicomponent reactions, Catalyst-free synthesis, Spectroscopic characterization |
| وضعیت: پذیرفته شده |