Stille reaction benzamide

The Cu Catalyzed Stille Reaction - Synthesis of /V-Ethyl-A/-(phenyl-p-tolylmethyl)benzamide... 

These reactions involve a diazonium ion (see 12-47) and are much faster than ordinary hydrolysis for benzamide the nitrous acid reaction took place 2.5 x lo times faster than ordinary hydrolysis. Another procedure for difficult cases involves treatment with aqueous sodium peroxide. In still another method, the amide is treated with water and f-BuOK at room temperature. " The strong base removes the proton from 107, thus preventing the reaction marked k j. A kinetic study has been done on the alkaline hydrolyses of A-trifluoroacetyl aniline derivatives. Amide hydrolysis can also be catalyzed by nucleophiles (see p. 427). 

The reaction of formamide with aromatic compounds under ultraviolet irradiation is still unexplored and only preliminary results have so far been obtained. In the cases already studied it has been found that this reaction must be sensitized with a ketonic sensitizer, usually acetone, in order to take place. The mechanism of the photoamidation of aromatic compounds certainly differs from the one of simple olefins. The detailed mechanism still awaits further experimental evidence, and in some cases involves, most probably, radical combinations and not addition of radical to unsaturated systems. Interactions of the excited sensitizer with aromatic compounds, having in some cases triplet energies similar or just a bit higher than those of the sensitizers used, must be brought into consideration. Experimentally it has been shown that the photosensitized amidation of benzene leads to benzamide (11),... 

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