Oxidation of derivatives

Takahama, U. Oniki, T. Effects of ascorbate on the oxidation of derivatives of hydroxycinnamic acid and the mechanism of oxidation of sinapic acid by cell wall-bound peroxidases. Plant Cell Physiol. 1994, 35, 593-600. 

In contrast to the above situation with respect to oxidation of the ring nitrogen atoms of 1,2,3-triazines, oxidation of derivatives of 3-amino-l,2,3-benzotriazin-4-(3/0-one (101a) has proved to be of considerable interest and has been investigated in some detail by Rees and his colleagues. Treatment of 101a with lead tetraacetate at 80° has been shown to give benzyne in very low yield, but at room... 

Step 2 (oxidation of derivative obtained from step 1) ... 

Uloses are derivatives of carbohydrates, which contain a further keto group. Aldosuloses are obtained from aldoses and diuloses from ketoses. They are important intermediates in the synthesis of carbohydrates. Uloses can be prepared by oxidation of derivatives in which all the hydroxyls except that one subjected to oxidation are blocked. Uloses are formed as intermediates during pulp bleaching (see Section 8.1.3). 

On the basis of these and related results, and because variation of the oxidant did not produce the clear-cut differences in the steric course of oxidation observed with thianes, it was suggested66 that control of the S-oxidation of derivatives of 2-hydroxy-l,4-oxathiane is best achieved by changing the configuration at the anomeric center an axially attached substituent such as methoxyl or acetoxyl engenders equatorial S-oxygenation, whereas an equatorially attached, anomeric substituent leads to an axial S-oxide. 

More promising were oxidations of derivatives possessing a mixed geometry, suchasthe [2.2. l.ljpagodane family. Both derivatives, [2.2.1.1]pagodaneand [2.2.1.1]... 

Fluorine-containing cycloalkcncs are cleaved by oxidation to give polyfluoroalkanedicar-boxylic acids with the original number of carbon atoms. Hence, for example, oxidation of fluorinated cyclobutenes gives tetrafluorosuccinic acids, e.g. 7a. Similarly, oxidation of derivatives of perfluorocyclopentene gives perfluoropentanedioic acids, e.g. whilst perfluorocy-... 

Priiezhaev, N. Oxidation of Unsaturated Compounds with Organic Peroxides, ii. Oxidation of Derivatives of Unsaturated Hydrocarbons with One Doubie Union. Zhumal Russkago Fiziko-Khimicheskago Obshchestva 1912, 43, 609-620. 

Periodate oxidation of derivatives of neomycin B, parmomomycin, and lividomycin B followed by base-catalysed )S-elimination of the oxidized units has been used to obtain constituent pseudo-di- and -tri-saccharides of these antibiotics. 5-Epi, 6-epi-, and 5,6-diepi-neamine have been prepared from appropriate neamine derivatives by standard sequences involving glycosulose or oxiran intermediates. ... 

Studies of the oxidations of derivatives (16) of dihydroxybenzene have been extended HO R O R... 

Oxidation of side chains. Aromatic nitro compounds that contain a side chain (e.g., nitro derivatives of alkyl benzenes) may be oxidised to the corresponding acids either by alkahne potassium permanganate (Section IV,9, 6) or, preferably, with a sodium dichromate - sulphuric acid mixture in which medium the nitro compound is more soluble. 

By oxidation of the methyl derivative of an aromatic hydrocarbon with a solution of chromic anhydride in acetic anhydride and acetic acid. The aldehyde formed is immediately converted into the (/m-diacetate, which is stable to oxidation. The diacetate is collected and hydrolysed with sulphuric acid, for example ... 

The allyiic oxidation with derivatives of chromic acid (K.B. Wiberg, 1965 H.G. Boscbe, 1975), c.g. di-/-butyl chromate (K. Fujita, 1961), CrOj/pyridine (W.O. Dauben, 1969), or KjCrO (C.Y. Cuiileron, 1970), gives similar products in occasionally very high yields. 

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