Would friedel craft alkylation proceed in reaction with a nitrobenzene?
Benzene rings that possess any nitro groups cannot undergo Friedel-Crafts alkylation or acylation. Interestingly, you can’t even do Friedel-Crafts reactions on benzene rings with amino groups because the Lewis acid that is needed for the reaction to proceed interacts with the lone pair on nitrogen, giving it a full positive charge and changing it from a strongly activating group into a strongly deactivating group. You might be better off performing the Friedel-Crafts reaction before adding on nitro groups, but exactly what series of steps would be best depends on what you are trying to synthesize.
