Spontaneous conversion of 2-azido-3-nitropyridines to pyridofuroxans
✍ Scribed by Elisa Leyva; Denisse de Loera; Rogelio Jiménez-Cataño
- Publisher
- Elsevier Science
- Year
- 2010
- Tongue
- French
- Weight
- 205 KB
- Volume
- 51
- Category
- Article
- ISSN
- 0040-4039
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✦ Synopsis
Several pyridofuroxans were obtained by spontaneous N 2 elimination from the corresponding 2-azido-3nitropyridines. In this particular case, the presence of nitrogen in the pyridine ring must facilitate a cyclic extrusion mechanism. The pyridofuroxans prepared in this study did not present tautomerism as evidenced by NMR.
📜 SIMILAR VOLUMES
## Abstract 4‐Chloro‐3‐nitro‐2‐pyridines 3 and 10, obtained from 4‐hydroxy‐2‐pyridones **1** and **8** after nitration and chlorination, gave with sodium azide 4‐azido‐3‐nitropyridines **4** and **11**, which cyclized on thermolysis to furoxans **6** and **12**. Desoxygenation of the furoxan **6**
## Abstract An unusual behavior of several 2‐azido‐3‐vinyl‐l, 4‐naphtho‐quinones 1 towards triphenylphosphane leading both to azido group reduction and unsaturated carbon‐carbon side chain oxidation is described. magnified image