Anilidate function

Comparative three dimensional X-ray diffraction studies have been carried out on a red and a brown representative of the Naphthol AS pigment series, differing only by the presence or absence of one methoxy group in the anilide function of the coupling component (4). 

Table 1 The Effects of X Substituents of the Anilide Functionality on the Absorption and Sensitivity of a Series of Dual Layer Photoreceptors Using a Diaminofluorenone bisazo Pigment in the Generation Layer. (After Hashimoto, 1986)...

The acid sensitivity of phosphoramidates might suggest that they would be potentially useful as protecting groups. Indeed they have been so used, a well-known example being the anilidate function which may be introduced and removed as follows ... 

Alternatively, the anilidate function may be introduced as part of an un-symmetrical phosphorylating agent. The synthesis of such phosphoro-amidochloridates is becoming of importance as a means to procure isotopic-ally labeled and diastereomeric nucleotides. ... 

Also, heating of the 1 1 adduct derived from the cyclohexanone enamine and phenyl isothiocyanate with phenyl isocyanate produces a 2 1 adduct 30 derived from both reagents and the enamine Excess phenyl isocyanate effects exchange of the thioanilide function into an anilide function to give 31. 

The mechanism for the conversion of the A -oxide (94) to the o-methylaminophenylquinoxaline (96) involves an initial protonation of the A -oxide function. This enhances the electrophilic reactivity of the a-carbon atom which then effects an intramolecular electrophilic substitution at an ortho position of the anilide ring to give the spiro-lactam (98). Hydrolytic ring cleavage of (98) gives the acid (99), which undergoes ready dehydration and decarboxylation to (96), the availability of the cyclic transition state facilitating these processes. ... 

Therapeutic Function Antiarthritic Chemical Name [ [(PhenylcarbamoyOmethyl] thio] gold Chemical Name Aurothloglycolllc acid anilide Structural Formula nhcoch,sau... 

The family of complexes which contain amide/alkoxide functionalities constitute the largest group. The reaction of lithium anilide with TuONa, cBuOK, and TMEDA in a 2 1 1 2 ratio produced the remarkable trimetallic complex... 

Palladium-catalyzed room-temperature >rtfe>-alkenylations of anilides have been recently reported, employing benzoquinone as a stoichiometric oxidant. A kinetic isotope effect kn/koof 3 points to a slow C-H functionalization step. Electron-rich acetanilides react faster whereas anilines are unreactive (Equation (138)).120... 

The naphthalene-catalyzed (3-12%) lithiation of deprotonated chloro phenols and anilides 236 performed with n-butylUthium in THF at 0 or —78 °C, respectively, gave the corresponding functionalized aryllithium intermediates 237 which, by reaction with electrophiles and final hydrolysis, yielded the corresponding polyfunctionalized molecules 238 (Scheme 79) . 

Aliphatic nitrogen replaces the anilide attached to the heterocyclic ring found in most of the other compounds in this class. Alkylation of the phenolic function in (79-1) with 3-chloropropyl tosylate affords the ether (79-2) from displacement... 

For the final step involving functionalization at N( ) of 62, anilide deprotonation with lithiated 4-benzyl-2-oxazolidinone as a base and alkylation with benzyl bromides again proved effective. Compared to the results obtained in the benzodiazepine series, the N( 1 )-alkylation reaction was generally found to proceed less smoothly with the 3,4-disubstituted quinox-alinones 62. Good results were obtained only if the resin batches were submitted twice to the alkylation conditions. Figure 3.4 displays a selection of structures (63-65) accessible from this first synthetic approach. In no case was there any evidence for racemization at the a-carbon atom of the amino acid. 

A wide range of linker groups are currently used with SynPhase crowns. They accommodate formation of the following functional groups upon cleavage carboxylic acids, primary and secondary amides, sulfonamides, alcohols, phenols, amines, anilines, anilides, hydroxymates, aldehydes, ketones, and thiols. 

The H202-HF-SbF5 system has been applied by Jacquesy and co-workers in the hydroxylation of a variety of functionalized arenes.624 Hydroxylation of phenyl esters has been shown to afford themeta and para isomers as main products625 [Eq. (5.217)]. Substantial amounts of the deacylated derivatives were obtained in the reaction of phenyl formate and diphenyl carbonate. In the hydroxylation of 2-chlorophenyl and 4-chlorophenyl acetate, regioselectivity is controlled by the chlorine substituent with the hydroxyl entering into the meta position to the ester group.626 A similar effect was observed in the hydroxylation of anilines and anilides. 

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