Chemistry of 2-cyanomethylene-4-thiazolidinone |
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Authors: | Mohamed S A El-Gaby Yousry A Ammar Gameel A M El-Hag Ali Mohamed H M Helal Mohamed A Salem Mostafa M Ghorab |
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Affiliation: | 1. Chemistry Department, Faculty of Science, Al-Azhar University at Assiut, 71524, Assiut, Egypt;2. Chemistry Department, Faculty of Science, Al-Azhar University, Nasr City, Cairo, Egypt;3. Department of Pharmacognosy, College of Pharmacy, King Saud University, Riyadh, Saudi Arabia;4. Department of Drug Radiation Research, National Center for Radiation Research and Technology, Atomic Energy Authority, Cairo, Egypt |
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Abstract: | This article is a brief review about the synthesis and chemistry of 2-cyanomethylene-4-thiazolidinone 1. The most significant applications of 4-thiazolidinone 1 in heterocyclic synthesis are due to its two reactive methylenes. The endo-cyclic methylene protons are activated by the neighboring carbonyl moiety and the exo-cyclic methylene protons by the adjacent cyano group. Different types of reactions, such as alkylation, coupling, and Knoevenagel condensation, as well as cyclization reactions are illustrated for the synthesis of different classes of biologically important heterocyclic skeletons from this novel precursor. |
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Keywords: | 4-Thiazolidinone thiazolo[3 2-a]pyridine pyrano[2 3-d]- thiazole [1 2 3]triazine [1 8]naphthyridine |
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