1978
DOI: 10.1039/p19780001066
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Acyl nitroxides. Part I. Synthesis and isolation

Abstract: Acylation of N-t-butylhydroxylamine occurs predominantly on oxygen. With acetic anhydride, essentially pure O-acetyl-N-t-butylhydroxylamine is formed. This can be acylated or1 nitrogen. and the O-acetyl-group removed to give a variety of hydroxamic acids RCON(But)OH which can be oxidised to isolable acyl nitroxides RCON(But)O. ( R = alkyl, aryl, alkoxy, or dialkylamino). Other oxygen-protecting groups for N-t-butylhydroxylamine are discussed. The reactions have been extended to include syntheses of a number of… Show more

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Cited by 37 publications
(23 citation statements)
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“…Should this be the case, then-assuming an analogous reaction course-the thiocarbonyl complex (3) ought to be formed from CSSe and (1) via the intermediate (6). This expectation is only partially fulfilled.…”
Section: Thiocarbonyl-metal Complexes From Csse"'mentioning
confidence: 90%
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“…Should this be the case, then-assuming an analogous reaction course-the thiocarbonyl complex (3) ought to be formed from CSSe and (1) via the intermediate (6). This expectation is only partially fulfilled.…”
Section: Thiocarbonyl-metal Complexes From Csse"'mentioning
confidence: 90%
“…After removal of ether, (1) and (7) were separated by bulb-to-bulb distillation; example: ( 7 4 , b. p. 50-55 "C/ 0. 6 The asymmetric inductions in the case of the diethyl lactim ether are as high as in the case of (3). but the 'H-NMR spectra are less clear.…”
Section: Methodsmentioning
confidence: 96%
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“…[19] Methode b geht von Hydroxylaminen aus: Diese werden erfolgreich mit milderen Oxidationsmitteln [19] wie Nickelperoxid, [20] Kaliumferricyanid, [20] Blei(IV)-oxid, [21] Silberoxid, [22] Mangan(IV)-oxid [23] und besonders häufig Natriumperiodat [24] zu den entsprechenden Nitroxiden umgesetzt. Zum Teil kann unter basischen Bedingungen auch molekularer Sauerstoff ohne jegliches Additiv als Oxidationsmittel zum Einsatz kommen.…”
Section: Synthese Von Nitroxidenunclassified