Nitroarene, arylamines from reduction

Arylamines. These compounds are obtained from nitroarenes by reduction with (EtOIjPCl in the presence of A7,A(-diisopropylethylainine. 

To exploit the synthetic versatility of aryl diazonium salts, be prepared to reason backward. When you see a fluorine attached to a benzene ring, for example, realize that it probably will have to be introduced by a Schiemann reaction of an arylamine realize that the required arylamine is derived from a nitroarene, and that the nitro group is introduced by nitration. Be aware that an unsubstituted position of a benzene ring need not have always been that way. It might once have borne an amino group that was used to control the orientation of electrophilic aromatic substitution reactions before being removed by reductive deamination. The strategy... 

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