- Oxidation of tertiary nitrogen compounds to N-oxides by molecular oxygen-aldehyde system in the absence of metal catalyst
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A variety of tertiary nitrogen compounds have been oxidized to corresponding N-oxides in near quantitative yields by molecular oxygen/2-methylpropanal system in the absence of metal catalyst.
- Dongre,Venkateshwar Rao,Sharma,Sain,Bhatia
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p. 167 - 172
(2007/10/03)
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- An efficient synthesis of heterocyclic N-oxides over molecular sieve catalyst
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Heterocyclic N-oxides have been synthesized in very high yields over redox molecular sieve catalysts in the presence of H2O2.
- Prasad, M. Ramakrishna,Kamalakar, G.,Madhavi, G.,Kulkarni, S. J.,Raghavan, K. V.
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p. 1577 - 1578
(2007/10/03)
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- ELUCIDATION OF THE REACTION PATH FOR THE NITROSATION OF 2- AND 4-METHYLPYRIDINE 1-OXIDES WITH ALKYL NITRITE IN LIQUID AMMONIA
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The reaction path for the nitrosation of 2- and 4-methylpyridine 1-oxides with alkyl nitrite in the presence of NaNH2 in liquid NH3 was elucidated experimentally, and theoretically by the use of a semiempirical molecular orbital method (PM3 method).In the case of the nitrosation of 4-methylpyridine 1-oxide at room temperature, only 4-pyridinecarboxamide 1-oxide was obtained, while at -33 deg C a thermodynamically unstable aldoxime, (Z)-4-pyridinecarbaldehyde 1-oxide oxime, which was easily transformed into E-form by heating, was obtained.On the other hand, the nitrosation of 2-methylpyridine 1-oxide gave only a thermodynamically stable aldoxime, (E)-2-pyridinecarbaldehyde 1-oxide oxime, both at room temperature and at -33 deg C.These results were reasonably explained by PM3 method.
- Tagawa, Yoshinobu,Togashi, Hideo,Goto, Yoshinobu
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p. 327 - 336
(2007/10/02)
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- REINVESTIGATION OF NITROSATION OF METHYLPYRIDINES AND THEIR 1-OXIDES AND DEOXYGENATION OF 3-PYRIDINECARBALDEHYDE 1-OXIDE OXIME
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Treatment of methylpyridines and their 1-oxides with t-butyl nitrite in the presence of potassium t-butoxide in liquid ammonia afforded the corresponding aldoximes in good yields except for the case of 3-methylpyridine.The reaction of 3-methylpyridine with t-butyl nitrite in the presence of lithium 2,2,6,6-tetramethylpiperidide and N,N,N',N'-tetramethylethylenediamine in tetrahydrofuran at -78 deg C led to 3-(3-methyl-4-pyridyl)methylpyridine.Deoxygenation of 3-pyridinecarbaldehyde 1-oxide oxime was effected in 78percent yieldby the action of t-butyldimethylsilyl chloride-imidazolesodium iodide-zinc followed by desilylation with tetrabutylammonium fluoride to give 3-pyridinecarbaldehyde oxime.
- Tagawa, Yoshinobu,Hama, Kazuya,Goto, Yoshinobu
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p. 1605 - 1612
(2007/10/02)
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