ChemInform Abstract: Reaction of Trithiazyl Trichloride with Active Methylene Compounds
| العنوان: | ChemInform Abstract: Reaction of Trithiazyl Trichloride with Active Methylene Compounds |
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| المؤلفون: | Charles W. Rees, Xiao-Guang Duan, Xiao-Lan Duan |
| المصدر: | ChemInform. 29 |
| بيانات النشر: | Wiley, 2010. |
| سنة النشر: | 2010 |
| مصطلحات موضوعية: | Allylic rearrangement, chemistry.chemical_compound, Isothiazole, chemistry, Thiadiazoles, Polar effect, chemistry.chemical_element, Reactivity (chemistry), General Medicine, Methylene, Ring (chemistry), Sulfur, Medicinal chemistry |
| الوصف: | Activated allylic compounds react with trithiazyl trichloride, (NSCl)3, to give 1,2,5-thiadiazoles 1 and isothiazoles 2. An allylic 2-substituent normally prevents formation of an aromatic 1,2,5-thiadiazole, and isothiazole formation becomes the major pathway. Simple allylic compounds are not very reactive towards (NSCl)3 but a terminal electron withdrawing group (CO2Et) enhances the reactivity. With unsymmetrical allylic compounds, isothiazole formation is regiospecific placing the more electron withdrawing group adjacent to the ring sulfur. 1,3-Diketones give 3-acyl-1,2,5-thiadiazoles; unsymmetrical 1,3-diketones give these thiadiazoles regiospecifically, explicable by cyclisation of an intermediate onto the more reactive carbonyl group. 1,4-Diketones give 3,4-diacyl-1,2,5-thiadiazoles; thus 1,2-dibenzoyl-ethane, -ethene and -ethyne all give 3,4-dibenzoylthiadiazole (40–44%). Many of these trithiazyl trichloride reactions provide attractive one-step routes to 1,2,5-thiadiazoles and isothiazoles. |
| تدمد: | 1522-2667 0931-7597 |
| URL الوصول: | https://explore.openaire.eu/search/publication?articleId=doi_________::ee869f1e92c9cb506921eec7793efaf1 https://doi.org/10.1002/chin.199808115 |
| حقوق: | CLOSED |
| رقم الأكسشن: | edsair.doi...........ee869f1e92c9cb506921eec7793efaf1 |
| قاعدة البيانات: | OpenAIRE |
| تدمد: | 15222667 09317597 |
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