SrnI reaction tertiary nitro compounds

Although the nitro group plays a crucial role in most of these SrnI reactions, reactions of this type have synthetic application beyond the area of nitro compounds. The nitromethyl groups can be converted to other functional groups, including aldehydes and carboxylic acids.Nitro groups at tertiary positions can be reductively removed by reaction with the methanethiol anion.This reaction also appears to be of the electron-transfer type, with the methanethiolate anion acting as the electron donor ... 

The SrnI reaction also proceeds with tertiary benzyl nitro compounds lacking a p-nitro substituent. The nitro group at the benzyl position acts as the electron acceptor, and decomposes to the benzyl radical and nitrite anion. The nitronate anion nucleophiles are then alkylated. Entry 5 in Scheme 12.7 provides a specific example. 

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See also in sourсe #XX -- [ ]

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