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One-pot syntheses of 2-pyrazoline derivatives |
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| Authors: | Werner Seebacher Günther MichlFerdinand Belaj Reto BrunRobert Saf Robert Weis |
| Institution: | a Institute of Pharmaceutical Chemistry and Pharmaceutical Technology, Karl-Franzens-University, Universitätsplatz 1, A-8010 Graz, Austria b Schering A.G., Müllerstrasse 170-178, D-13342 Berlin, Germany c Institute of Chemistry, Karl-Franzens-University, Universitätsplatz 1, A-8010 Graz, Austria d Swiss Tropical Institute, Socinstrasse 57, CH-4002 Basel, Switzerland e Institute of Chemical Technology of Organic Materials, Erzherzog-Johann University, Stremayrgasse 26/1, A-8010 Graz, Austria |
| Abstract: | Hydrazinediium dithiocyanate and α,β-unsaturated ketones give in one-pot reactions 1-thiocarbamoyl-2-pyrazolines and 1-formyl-2-pyrazolines. The syntheses of pyridine-2-thiones, pyrimidine-2-thiones and bicyclo2.2.2]octan-2-ones from ammonium thiocyanates and ketones by analogous procedures are reviewed. The mechanisms of the ring formations are discussed. Crystal structure analyses of a 1-thiocarbamoyl- and a 1-formyl-2-pyrazoline are given. |
| Keywords: | α β-unsaturated ketones cyclization hydrazinediium dithiocyanate pyrazolines |
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