Aryl-NNO-azoxy-?-nitroalkanes

Luk’yanov, O. A.; Salamonov, Yu. B.; Bass, A. G.; Bogdanov, V. S.; Strelenko, Yu. À.; Кузьмин, В. С.; Struchkov, Yu. T.; Burtsev, Yu. N.

doi:10.1007/bf00863827

Cited by 3 publications

(1 citation statement)

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“…Previously, we have demonstrated that 1,2,4‐triazine core was inert towards this reagent (Scheme ) . Analysis of literature showed that analogous oxidative nitration reactions have been described previously . In the 1 H‐NMR spectra of these compounds, signals of C 4 H 2 showed diastereotopic doublets in the expected regions, and the peaks were significantly shifted downfield when compared with spectra of the starting compounds.…”

Section: Resultssupporting

confidence: 59%

Interaction of Fused 1,2,4‐Triazinone with Diborane/Oxidation: A New Route for the Synthesis of Partially Saturated and Aromatic Pyrazolo[5,1‐c][1,2,4]triazines

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2018

Journal of Heterocyclic Chem

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Reactions of 8‐carboxyethyl‐4‐oxo‐3‐tert‐butyl‐4,6‐dihydropyrazolo[5,1‐c][1,2,4]triazine and 8‐butyryl‐4‐oxo‐3‐tert‐butyl‐4,6‐dihydropyrazolo[5,1‐c][1,2,4]triazine with B2H6 in Et2O at 0°C led rapidly to the selective formation of 8‐alkyl‐substituted derivatives. Addition of boron trifluoride led to reduction of the triazine ring, with formation of 1,2,3,4‐tetrahydropyrazolo[5,1‐c][1,2,4]triazines. The latter were spontaneously oxidized by atmospheric oxygen, with formation of 1,4‐dihydro derivatives, or could be converted to the corresponding aromatic pyrazolo[5,1‐c][1,2,4]triazines using oxidative nitration/elimination sequence. These transformations represent a new route for the synthesis of previously inaccessible partially saturated and aromatic pyrazolo[5,1‐c][1,2,4]triazines.

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Section: Resultssupporting

confidence: 59%