URI | http://purl.tuc.gr/dl/dias/C1D7A97B-8880-49B4-AC9E-5A56716EB77C | - |
Identifier | http://www.sciencedirect.com/science/article/pii/S0040402013004997 | - |
Identifier | https://doi.org/10.1016/j.tet.2013.03.096 | - |
Language | en | - |
Extent | 8 pages | en |
Title | Azodicarboxylates: valuable reagents for the multicomponent synthesis of novel 1,3,4-thiadiazoles and imidazo[2,1-b][1,3,4]thiadiazoles | en |
Creator | Tryfon Zarganes-Tzitzikas | en |
Creator | Constantinos G. Neochoritis | en |
Creator | Julia Stephanidou-Stephanatou | en |
Creator | Constantinos A. Tsoleridis | en |
Creator | Gernot Buth | en |
Creator | Kostakis Georgios | en |
Creator | Κωστακης Γεωργιος | el |
Publisher | Elsevier | en |
Content Summary | Upon reaction of 4,5-disubstituted-N-arylaminoimidazole-2-thiones with isocyanides in the presence of azodicarboxylates (1.2 equiv) at rt, the imidazo[2,1-b][1,3,4]thiadiazoles were formed as the only reaction products in very good yields, whereas by using higher reaction temperatures, along with the imidazo[2,1-b][1,3,4]thiadiazoles, the three component reaction products, namely thiadiazoles, were also isolated, their formation being dependent on the 5-thione substituent. The thiadiazoles became the only reaction products, formed in very good yield by using 2 equiv of azodicarboxylates. The sodium cyanoborohydride and sodium borohydride reductions to thiadiazoles 11, and 12 were also studied. Plausible mechanistic schemes for the formation of the thiadiazoles are proposed. | en |
Type of Item | Peer-Reviewed Journal Publication | en |
Type of Item | Δημοσίευση σε Περιοδικό με Κριτές | el |
License | http://creativecommons.org/licenses/by/4.0/ | en |
Date of Item | 2015-12-04 | - |
Date of Publication | 2013 | - |
Subject | Azodicarboxylates | en |
Subject | Isocyanides | en |
Subject | Thiones | en |
Subject | Imidazo[2,1-b][1,3,4]thiadiazoles | en |
Subject | Multicomponent reactions | en |
Subject | Thiadiazoles | en |
Bibliographic Citation | T. Zarganes-Tzitzikas, C. G. Neochoritis, J. Stephanidou-Stephanatou, C. A. Tsoleridis, G. Buth, and G. E. Kostakis, "Azodicarboxylates: valuable reagents for the multicomponent synthesis of novel 1,3,4-thiadiazoles and imidazo[2,1-b][1,3,4]thiadiazoles", Tetrahedron, vol. 69, no. 24, pp. 5008-5015, Jun. 2013. doi:10.1016/j.tet.2013.03.096 | en |