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Regioselectivity of Nucleophilic Attack on the Reactions of 1,2,4-Triazine 4-Oxides with Certain C-Nucleophiles
| Content Provider | Semantic Scholar |
|---|---|
| Author | Kozhevnikov, Dmitry N. Prokhorov, Anton M. Rusinov, Vladimir L. Chupakhin, Oleg N. |
| Copyright Year | 2004 |
| Abstract | The addition of CH-active compounds to 6-aryl-1,2,4-triazine 4-oxide is reversible and occurs under conditions of kinetic control at position 5 of the heterocycle to form cyclic C(5)-σH adducts. Under conditions of thermodynamic control the nucleophilic attack is directed to position 3 of the heterocycle and is accompanied by its opening to form the more stable open chain addition products. Attack of ethylmagnesium bromide is directed exclusively to the 5 position of the 6-aryl-1,2,4-triazine 4-oxides as a result of the irreversibility of the given reaction. |
| Starting Page | 911 |
| Ending Page | 915 |
| Page Count | 5 |
| File Format | PDF HTM / HTML |
| DOI | 10.1023/B:COHC.0000044574.23114.58 |
| Alternate Webpage(s) | https://page-one.springer.com/pdf/preview/10.1023/B:COHC.0000044574.23114.58 |
| Alternate Webpage(s) | https://doi.org/10.1023/B%3ACOHC.0000044574.23114.58 |
| Volume Number | 40 |
| Language | English |
| Access Restriction | Open |
| Content Type | Text |
| Resource Type | Article |