(a) Gattermann reaction:
Formylation of aromatic compounds with HCN in presence of AlCl3 is carried out. We can also use Zn(CN)2 instead of HCl/AlCl3.
C6H6(i)HCN/AlCl3−−−−−−−−−−−→(ii)H2O,−NH4ClC6H5−CHO
(b) Sandmeyer reaction:
It converts aryl diazonium salts to aryl halides. An aromatic amino group is substitued with a nucleophile (such as halide anions, cyanide, thiols, water, and others) via diazonium salt intermediate. The reaction is catalyzed by cuprous compounds.
PhN+2Cl−CuCl−−−→−N2Ph−Cl