1122-96-9Relevant articles and documents
Two new methods for 2,3-pyridyne formation
Walters, Michael A.,Shay, John J.
, p. 7575 - 7578 (1995)
The compounds 2-chloro-4-methoxypyridine and 4-methoxy-2-trifluoromethylsulfonyloxy-3-trimethylsilylpyridine were shown to be relatively efficient precursors for 4-methoxy-2,3-pyridyne as was evidenced by its trapping with furan, 2-methylfuran and 2-methoxyfuran. These findings constitute the first published report of the use of either directed-deprotonation or fluoride-induced elimination to prepare the reactive 2,3-pyridyne intermediate.
THE MOLECULAR COMPLEX OF 4-(N-PYRIDINIUM)PYRIDINE-N-OXIDE CHLORIDE WITH TETRACYANOETHYLENE IN THE SYNTHESIS OF SUBSTITUTED PYRIDINE N-OXIDES
Rodina, L. L.,Ryzhakov, A. V.,Alekseeva, O. O.
, p. 157 - 159 (1995)
The structure of the complex of 4-(N-pyridinium)pyridine-N-oxide chloride with tetracyanoethylene was studied by 13C NMR spectroscopy.The results of the investigation, suggesting the use of this complex in the synthesis of substituted pyridine derivatives, were confirmed experimentally by its reaction with oxygen and with nitrogen-containing nucleophiles.
SO2F2-mediated oxidation of primary and tertiary amines with 30% aqueous H2O2 solution
Liao, Xudong,Zhou, Yi,Ai, Chengmei,Ye, Cuijiao,Chen, Guanghui,Yan, Zhaohua,Lin, Sen
supporting information, (2021/11/01)
A highly efficient and selective oxidation of primary and tertiary amines employing SO2F2/H2O2/base system was described. Anilines were converted to the corresponding azoxybenzenes, while primary benzylamines were transformed into nitriles and secondary benzylamines were rearranged to amides. For tertiary amine substrates quinolines, isoquinolines and pyridines, their oxidation products were the corresponding N-oxides. The reaction conditions are very mild and just involve SO2F2, amines, 30% aqueous H2O2 solution, and inorganic base at room temperature. One unique advantage is that this oxidation system is just composed of inexpensive inorganic compounds without the use of any metal and organic compounds.
Visible-Light-Mediated C-H Alkylation of Pyridine Derivatives
Rammal, Fatima,Gao, Di,Boujnah, Sondes,Gaumont, Annie-Claude,Hussein, Aqeel A.,Lakhdar, Sami
supporting information, p. 7671 - 7675 (2020/10/09)
We report herein a visible-light-mediated C-H alkylation of pyridine derivatives that proceeds by simple combination of a large variety of N-alkoxypyridinium ions with alkanes in the presence of 2 mol % of fac-Ir(ppy)3 under blue illumination. The mild reaction conditions together with the high group functional tolerance make of this process a useful synthetic platform for the construction of structurally strained heterocycles. Detailed mechanistic investigations, including density functional theory calculations and quantum yield measurement, allowed us to understand factors controlling the reactivity and the selectivity of the reaction.