Superelectrophilic nitration of deactivated aromatics with NO 2 Cl−3MX n complexes in aprotic nonpolar solvents such as CH 2 Cl 2 makes it possible to obtain the corresponding nitro derivatives in good to almost quantitative yields under mild conditions.

Superelectrophilic nitration of deactivated aromatics with NO2Cl−3MXn complexes in aprotic nonpolar solvents such as CH2Cl2 makes it possible to obtain the corresponding nitro derivatives in good to almost quantitative yields under mild conditions.

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AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

The nitration of various deactivated arenes (including methanesulfonyl-, nitro-, and polyhalobenzenes) was carried out in good yield with mixed nitric-triflatoboric superacid. For example pentafluorobenzene gave pentafluoronitrobenzene in 99% yield, nitrobenzene to m-dinitrobenzene in 92% selectivity with 85% overall yield, and methyl phenyl sulfone gave only the m-nitro isomer in 78% isolated yield. Thus the new nitrating system gives high regioselectivity and yields under generally mild reaction conditions. The reagent system is compatible with many functional groups of arenes.

AbstractChemInform is a weekly Abstracting Service, delivering concise information at a glance that was extracted from about 100 leading journals. To access a ChemInform Abstract of an article which was published elsewhere, please select a “Full Text” option. The original article is trackable via the “References” option.

N-Hydroxymethylphthalimide in trifluoromethanesulfonic acid (triflic acid) reacts readily at room temperature with benzene, halo-, polyhalo- and halonitrobenzenes to give high yields of the corresponding alpha-amidomethylated products. The scope of the alpha-amidomethylation reaction is substantially extended by the studied system, which is considered to involve diprotonated N-hydroxymethylphthalimide as the de facto superelectrophilic reagent.