Highly functionalized aryl Grignard reagents with an ortho-nitro substituent have been synthesized from 2-iodonitroaryl compounds through an I–Mg exchange reaction with PhMgCl or mesityl magnesium bromide (see scheme). These reagents are stable (T<−20°C for several hours) and undergo various cross-coupling reactions in the presence of Cu or Pd catalysts (dba = trans,trans-dibenzylideneacetone; tfp = tri-o-furylphosphane).
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Sapountzis et al. (2002) studied this question.