Benzoyl oximes

Furoxan dialdehyde 105 has been prepared from the bisaldoxime 14 by des-oximation with nitrous acid. The bisaldoxime 14 was prepared by a two-step procedure from nitromethane [25LA7] (Scheme 55). The benzoylated oxime 106... 

Amino-benzoesaure-amid-(0-benzoyl-oxim) spaltet bei der Thcrmolyse im Neutralen zu einem Nitrenium-Ion. In einer Beckmann-Umlagerung erhalt man quantitativ 2-Amino-benz-... 

There is no evidence that oxidation of [Nim(bpy)3]3+ to give a nickel(IV) species can be effected. Likewise, when one of the pyridine rings is replaced by a benzoyl oxime as in syn-2-benzoylpyridine oxime (bpoH), oxidation, using persulfate in basic solution, is limited to... 

Importantly, this halogenation process can be extended to members of the disaccharide series, and the lactose, maltose, and cellobiose derivatives 61, 62, and 63 afford the crystalline a-glycosyl bromides 64,65, and 66 in almost quantitative yields (see Scheme 10).51 As these O-benzoylated oximes are... 

One method of synthesis of 1,2-benzisoxazoles involves cyclization of o-halo- or o-nitro-benzoyl oximes via intramolecular SNAr.167 168 A recently reported variant, which gives access to sterically constrained 3-phenyl-1,2-benzisoxazoles, employs a reversed sequence of steps, e.g. nucleophilic... 

Y-/m-Butyl-a-phenylnitrone 115 reacts under thermal or photochemical acivation to form a mixute of benzotriazole and its hydrochloride Z- and E-O-benzoyl oximes 116 and 117, rert-butylbenzamide 118, benzaldehyde, benzotriazolylphenyloxime 119, and bis(/ert-butyl)aminoxyl [96JCS(P2) 1297] (Scheme 108). 

Benzoyl Oxime Esters Few works have been devoted to the photochemistry of these photoinitiators [2f,24—26]. The cleavage of 1-phenyl 2-propanedione-2 (ethoxycarbonyl) oxime PDO occurs at the N-O bond (10.13) a further cleavage process leads to a benzoyl radical, a nitrile and carbon dioxide. The photochemistry of other keto oxime derivatives is rather complex. A suitable substitution on the phenyl ring allows to shift the absorption. 

IVibutyltin hydride-triethylborane. IS, 333 16,350 17,363-364 18,372 20,394 Cyclization. Addition of Bu3SnH to p-allenyl-O-benzoyl oximes also causes... 

A single-step benzoylation-oximation has been described on 4-hydroxy-coumarin by the use of PhCCl=NOH and EtjN in boiling methanol. When 7-methoxy-8-prenylcoumarin (osthol) or its epoxide was treated with various Lewis acids, several products were obtained. These resulted from migration or disappearance of the exocyclic double bond, abnormal Friedel-Crafts phenyl-ation, hydration, cyclization, or demethylation. A novel ring-opening of coumarins was effected by treatment with alkyl halides and NaH in THF. The c/5-o-alkoxycinnamic acid was obtained mainly or exclusively. 

Me pyranoside, 4,6-O-benzylidene, 2-benzoyl, oxime Methyl 2-O-benzoy 1-4,6-O-benzylidene-a-D-aiahrao-hexopyrano-sid-3-ulose oxime [27826-80-8]... 

C3 aHa 1N3O2, 1 -Ethyl-2-phenyl-2- (1 -methyl-2-phenyl-indolyl-3 )-3-indolinon-O-benzoyl oxime, 40B, 263 C3 8H3 3N3, 1-Ethyl-2-(1-ethyl-2-phenylindol-3-yl)-2-phenyl-3-phenyl-iminoindoline, 42B, 214... 

Apparently, higher electron saturation and lower steric hindrance of the acetyl oxime group enable its easier (as compared to the benzoyl oxime fragment) nucleophilic addition to acetylene. 

This method is an adaptation of that of Dengel. -Methoxy-phenylacetonitrile can also be prepared by the metathetical reaction of anisyl chloride with alkali cyanides in a variety of aqueous solvent mixtures by the nitration of phenylaceto-nitrile, followed by reduction, diazotization, hydrolysis, and methylation 1 by the reduction of ct-benzoxy- -methoxy-phenylacetonitrile (prepared from anisaldehyde, sodium cyanide, and benzoyl chloride) and by the reaction of acetic anhydride with the oxime of -methoxyphenylpyruvic acid. ... 

Lobinine, CjgHggOgN. First isolated by Wieland, Ishimasa and Koschara who, on the evidence then available, regarded it as 2-phenacyl-l-methyl-7-)3-hydroxypropylhexamethyleneimine, CjgHjjOjN (XXI), which was modified to (XX) in 1989. It furnishes an oxime (B. HCl, m.p. 182°) and a benzoyl derivative (B. HCl, m.p. 146-7°). On reduction by sodium in acetic acid it is converted into the unsaturated dihydric alcohol for which th original name lobinol has been changed to /3-lobinanidine,... 

Hydrastinine contains a methyl group linked to nitrogen it reacts with hydroxylamine, forming an oxime, m.p. 145-6°, and with acetic an ydride and benzoyl chloride, forming acetylhydrastinine and benzoyl-... 

Elimination of the hydroxyaminomethyl moiety from nitro oxime 15 by treatment with a diazonium salt gave hydrazone 43 (75LA1029) (Scheme 15). The same product was obtained by coupling the diazonium salt with the compound 16. On heating in aniline, oxime 15 was transformed into Schiff base 42. Acylation of the oxime 15 with benzoyl chloride in pyridine led to a mixture of furazan 44 and dinitrile 45. 

Dibenz[c 1c ]azepine (32 a) is obtained by acid-mediated cyclization of 2 -(aminomethyl)bi-phenyl-2-carbaldehyde (31 a), which is generated in situ by reduction of the oxime acetal 30a.85 The acetyl 30 a and benzoyl 30c oximes behave similarly and give the dimethyl and diphenyl derivative 32 b and 32 c, respectively. 

Benzyl- 112, 240, 346, 355 f., 358, 436, 611 ff., 680 aus Benzaldehyd-O-methyl-oxim und Diboran377 aus Benzonitril und Natriumboranat 115 aus O-Benzoyl-benzhydroxamsaure und Lithium-alanat 264... 

O -Benzoyloximcs are nicely reduced to <9-benzoyl hydroxy lamincs with EtsSiH/TFA (Eq. 328) 550,551 <9-Acetyl oximes arc reduced with Et3SiH/TMSOTf in moderate to high yields.552 The diethylphosphatoimine 88 is reduced to the hydroxylamine derivative.553... 

Other oxime ether derivatives, such as semicarbazones or benzoyl compounds, hydra-zones undergo efficient aza-di-TT-methane rearrangement139 (equation 79). 

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