RajanBabu, T. V.; Reddy, G. S.; Fukunaga, Tadamichi published the artcile< Nucleophilic addition of silyl enol ethers to aromatic nitro compounds: scope and mechanism of reaction>, Name: Methyl 2-(2-nitrophenyl)acetate, the main research area is organosilicon alkylation nitro compound; silicon organic nitro alkylation; aromatic nitro organosilicon alkylation; heteroaromatic nitro organosilicon alkylation; benzene nitro organosilicon alkylation; anthracene nitro organosilicon alkylation; naphthalene nitro organosilicon alkylation; isoquinoline nitro organosilicon alkylation; benzothiadiazole nitro organosilicon alkylation.
In contrast to alkali metal enolates, silyl enol ethers and ketene silyl acetals added to aromatic nitro compounds in the presence of a fluoride ion source to give intermediate dihydroarom. nitronates, which could be observed by NMR. In situ oxidation of the intermediate with Br or DDQ gave α-nitroaryl carbonyl compounds in moderate to high yields. The reaction was applicable to alkyl-, alkoxy-, and halogen-substituted nitrobenzenes as well as to heterocyclic and condensed nitroarom. compounds While substitution ortho to the nitro group predominated with sterically undemanding silyl reagents, para-substitution products were exclusively obtained with bulky reagents. However, by blocking the para position with an appropriate group such as chlorine, the addition could be directed to the ortho position. Halogen atoms of halogenated nitro aromatics and p-nitrocumenyl chloride were not displaced in the reaction, suggesting the absence of radical ion intermediates. Dihydroarom. nitro derivatives could be isolated in some cases, such as anthracene and naphthalene systems, which are less prone to rearomatize.
Journal of the American Chemical Society published new progress about Alkylation. 30095-98-8 belongs to class esters-buliding-blocks, and the molecular formula is C9H9NO4, Name: Methyl 2-(2-nitrophenyl)acetate.
Referemce:
Ester – Wikipedia,
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