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New reaction of 1H-pyrazoles with selenium dioxide: one-pot synthesis of bis(1H-pyrazol-4-yl)selenides |
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| Authors: | Maksym Seredyuk Roland Krämer Matti Haukka |
| Institution: | a Department of Chemistry, National Taras Shevchenko University, Volodymyrska Str. 64, 01601 Kiev, Ukraine b Anorganisch-Chemisches-Institut, Universität Heidelberg, Im Neuenheimer Feld 270, 69120 Heidelberg, Germany c Faculty of Chemistry, University of Wroc?aw, F.Joliot-Curie 14, 50-383 Wroc?aw, Poland d Department of Chemistry, University of Joensuu, P.O. Box 111, 80101 Joensuu, Finland e Institut für Anorganische und Analytische Chemie, Johannes Gutenberg Universität Mainz Staudinger Weg 9, 55122 Mainz, Germany |
| Abstract: | A novel reaction between 3- and 3,5-substituted pyrazoles with selenium dioxide proceeds with formation of bis(3R,5R′-1H-pyrazol-4-yl)selenides in high yield. On this basis, an efficient one-pot synthetic procedure has been developed. In the case of the unsubstituted pyrazole a selenonium compound has been obtained. The identity and structure of the isolated selenium derivatives have been confirmed by spectral methods and their molecular structures investigated by X-ray analysis. |
| Keywords: | Organoselenium compounds One-pot synthesis Crystal structure Nucleophiles Heterocycles Reaction mechanisms |
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