Group 15 atoms nitro compound substrates

The ability of a nitro group in the substrate to bring about electron-transfer free radical chain nucleophilic substitution (SrnI) at a saturated carbon atom is well documented.39 Such electron transfer reactions are one of the characteristic features of nitro compounds. Komblum and Russell have established the SrnI reaction independently the details of the early history have been well reviewed by them.39 The reaction of p-nitrobenzyl chloride with a salt of nitroalkane is in sharp contrast to the general behavior of the alkylation of the carbanions derived from nitroalkanes here, carbon alkylation is predominant. The carbon alkylation process proceeds via a chain reaction involving anion radicals and free radicals, as shown in Eq. 5.24 and Scheme... 

Nitro compounds are also able to be reduced by stannanes under free-radical conditions. For example, Kitayama described the reduction of the nitro moiety in 74 by the action of BubSuH during his preparation of pheromones for Bactrocera Nigrotibialis, Andrem Wilkella and Andrena Haemorrhoa (equation 47). Petrini and coworkers reported the selective reduction of the nitro group in a series of ft), ft)-dichloro-ft)-alkanoates (75) it is interesting to note that the chlorine atoms remain intact during the reaction with Bu3SnH (equation 48). Witczak and coworkers described the reduction of substrate (76)... 

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