Conjugated 1,2- and 1,4-Nitrothio(sulfonyl)alkenes and -Dienes
| Autor: | E. S. Lipina, V. V. Perekalin, Z. F. Pavlova |
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| Rok vydání: | 1995 |
| Předmět: | |
| Zdroj: | Sulfur reports. 16:149-170 |
| ISSN: | 1029-0508 0196-1772 |
| Popis: | The synthesis and reactions of four groups of conjugated sulfur-containing compounds; i.e. 1-nitro-2(4)-thioethenes (and -dienes) and 1-nitro-2(4)-sulfonylethenes (and -dienes), which have become known in recent years, are discussed. Nitrothioethenes may be obtained by elimination reactions of nitrothioketals (synthesised from α-nitro ketones) and nitrohalothioethanes (synthesized from α-nitro-β-acetoxyethanes), as well as by halogen or nitro group displacement by a thio group in 1-nitro-2-halo- or 1,2-dinitroethenes. The last method was used for nitrothiodiene preparation from dinitrodienes. The stereochemistry of the thiylation of conjugated dinitro compounds is described. Nitrosulfonylethenes and -dienes can be obtained by oxidation of the corresponding nitro sulfides as well as by nitrovinylation of arenesulfinates with dinitroethenes and -dienes. Two-electron oxidation of 1-nitro-2-sulfonylethane dianions is suitable for the preparation of 1-nitro-2-sulfonylethenes. Nucleophilic displacement... |
| Databáze: | OpenAIRE |
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